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Compound Summary

reserpine

Compound Information

reserpine

Compound Name:	reserpine
Compound CID:	5770
Synonyms:	reserpine 50-55-5 Serpalan Serpasil Serpivite More...
Iupac Name:	methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
InChI:	InChI=1S/C33H40N2O9/c1-38-19-7-8-20-21-9-10-35-16-18-13-27(44-32(36)17-11-25(39-2)30(41-4)26(12-17)40-3)31(42-5)28(33(37)43-6)22(18)15-24(35)29(21)34-23(20)14-19/h7-8,11-12,14,18,22,24,27-28,31,34H,9-10,13,15-16H2,1-6H3/t18-,22+,24-,27-,28+,31+/m1/s1
InChIKey:	QEVHRUUCFGRFIF-MDEJGZGSSA-N
Canonical Smiles:	COC1C(CC2CN3CCC4=C(C3CC2C1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC
Isomeric Smiles:	CO[C@H]1[C@@H](C[C@@H]2CN3CCC4=C([C@H]3C[C@@H]2[C@@H]1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC
Molecular Weight:	608.7
Molecular Formula:	C33H40N2O9

Compound Structure

2D Structure:

3D Structure:

Computed Properties

reserpine

Molecular Weight:	608.7
Molecular Formula:	C33H40N2O9
Hydrogen Bond Donor Count:	1
Hydrogen Bond Acceptor Count:	10
Rotatable Bond Count:	10
Heavy Atom Count:	44
Complexity:	1000

Synonyms

reserpine

reserpine	reserpine
reserpine	50-55-5
Serpalan	Serpasil
Serpivite	Apoplon
Hypersil	Alserin
Elserpine	Hiserpia
Raunervil	Raupasil
Rausedil	Rausedyl
Rauwasedin	Reserpin
Serpanray	Resine
Rivasin	Sandril
Serpate	(-)-Reserpine
Rau-Sed	Ascoserpina
Austrapine	Bioserpine
Enipresser	Eskaserpine
Helfoserpin	Hiposerpil
Maviserpin	Mayserpine
Mephaserpin	Purserpine
Rauserpine	Reserpamed
Reserpanca	Alkarau
Apsical	Banasil
Benazyl	Carditivo
Carrserp	Escaspere
Eserpine	Eskaserp
Hypersine	Idsoserp
Interpina	Lemiserp
Loweserp	Neoserfin
Neoserp	Quiescin
Raudiford	Raudixoid
Rauloydin	Raumorine
Raunorine	Raupoid
Raurine	Rausedan
Rauserpol	Rausingle
Rautrin	Rauvlid
Rauwilid	Rauwipur
Rauwoleaf	Rawilid
Resedrex	Reserbal
Resercaps	Resercen
Reserjen	Reserlor
Reserpal	Reserpene
Reserpex	Reserpil
Reserpina	Reserpoid
Respital	Restran
Riserpa	Roxinoid
Kitine	Raucap
Raugal	Raulen
Rausan	Reserp
Key-serpine	3P Reserp
Crystoserpine	Neo-antitensol
Rauserpin-Alk	Deserpine
Ryser	Reserfia
3,4,5-Trimethoxybenzoyl methyl reserpate	V-Serp
Carpacil	Gilucard
Klimanosid	Resaltex
Resedril	Reserpidefe
Recipin	Serpine
ENT 50146	Raunova
Residin	Serpivate
Rese-lar	Reser-ar
NCI-C50157	H 520
UNII-8B1QWR724A	Sedaraupina
Temposerpine	Eberpine
Raudixin	Reserpur
Residine	Resocalm
Resperine	Rezerpin
Sandron	Sedaraupin
Sedserp	Serfolia
Serolfia	Serpaloid
Serpasol	Serpazol
Serpena	Serpentil
Serpentina	Serpicon
Serpiloid	Serpogen
Serpoid	Serpone
Sertabs	Sertens
Sertina	Triserpin
Unilord	Serfin
Serpen	Roxel
Vio-Serpine	SK-Reserpine
Renese R	T-Serp
C33H40N2O9	CHEMBL772
Broserpine	R-e-s
Reserpinum	Sederaupin
Serpaneurona	Tefaserpina
Tenserpinie	Tepserpine
Eberspine	Reserpka
Resiatric	Resperin
Rivased	Rolserp
Roxynoid	Serpazil
Serpedin	Serpentin
Serpipur	Serpyrit
Sertensin	Serpil
Tempo-Reserpina	8B1QWR724A
50-55-5 (free)	Mallopress
Rcra waste number U200	Hydropine
Hydroserp	Rauwita
.gamma.-Serpine	CHEBI:28487
Hydromox-R	Diurese-R
NSC59272	Metatensin #2
Metatensin #4	MFCD00005091
NSC-59272	component of Naquival
component of Regroton	Hydropres 25
Hydropres 50	Hydrosine 25
NSC-237659	(3beta,16beta,17alpha,18beta,20alpha)-11,17-dimethoxy-18-(3,4,5-trimethoxybenzoyl)oxyyohimban-16-carboxylic acid methyl ester
methyl (1S,2R,3R,4aS,13bR,14aS)-2,11-dimethoxy-3-((3,4,5-trimethoxybenzoyl)oxy)-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydroindolo2,3:3,4pyrido1,2-bisoquinoline-1-carboxylate	methyl (3beta,16beta,17alpha,18beta,20alpha)-11,17-dimethoxy-18-(3,4,5-trimethoxybenzoyl)oxyyohimban-16-carboxylate
Usaf cb-27	component of Renese R
component of Metatensin	NCGC00091250-04
Hydroserpalan	Diupres 250
Diupres 500	l-Carpserp
component of Butiserpazide	DSSTox_CID_1237
Hydroserpine Plus	Hydroserpine #1
DSSTox_RID_76029	DSSTox_GSID_21237
Chloroserp-250	Chloroserp-500
Chloroserpin-250	Yohimban-16-carboxylic acid,11,17-dimethoxy-18-(3,4,5-trimethoxybenzoyl)oxy-, methyl ester,(3b,16b,17a,18b,20a)-
Serpasil premix	Chloroserpine-500
Hydro-Reserpine-25	Hydro-Reserpine-50
Hydro-Fluserpine #1	l -Carpserp
Caswell No. 722A	Serp-AFD
Reserpina INN-Spanish	3,5-Trimethoxybenzoyl methyl reserpate
Yohimban-16-carboxylic acid, 11,17-dimethoxy-18-((3,4,5-trimethoxybenzoyl)oxy)-, methyl ester, (3beta,16beta,17alpha,18beta,20alpha)-	(1S,2R,3R,4aS,13bR,14aS)-methyl 2,11-dimethoxy-3-((3,4,5-trimethoxybenzoyl)oxy)-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydroindolo2,3:3,4pyrido1,2-bisoquinoline-1-carboxylate
methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate	methyl (3beta,16beta,17alpha,18beta,20alpha)-11,17-bis(methyloxy)-18-({3,4,5-tris(methyloxy)phenylcarbonyl}oxy)yohimban-16-carboxylate
SMR000059122	Apoplon (TN)
CCRIS 550	Serpine (pharmaceutical)
HSDB 213	Methyl reserpate 3,5-trimethyloxybenzoic acid
11,17-Dimethoxy-18-((3,4,5-trimethoxybenzoyl)oxy)yohimban-16-carboxylic acid methyl ester	Methyl reserpate 3,5-trimethoxybenzoic acid ester
EINECS 200-047-9	RCRA waste no. U200
EPA Pesticide Chemical Code 123101	NSC 237659
BRN 0102014	AI3-50146
WLN: T F6 D5 C666 EM ON&&TTTJ HO1 SOVR CO1 DO1 EO1& TO1 UVO1	Reserpine USP:INN:BAN:JAN
CAS-50-55-5	Reserpine,(S)
Serpalan (TN)	3-.beta., 18-.beta.-hydroxy-11,17-.alpha.-dimethoxy-,methyl ester, 3,4,5-trimethoxybenzoate (ester)
3.beta., 18.beta.-hydroxy-11,17.alpha.-dimethoxy- methyl ester 3,4,5-trimethoxybenzoate (ester)	Benzgindolo2, 1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydro-3-hydroxy-2,11-dimethoxy-, methyl ester, 3,4,5-trimethoxybenzoate
methyl (3beta,16beta,17alpha,18beta,20alpha)-11,17-dimethoxy-18-{(3,4,5-trimethoxyphenyl)carbonyloxy}yohimban-16-carboxylate	Yohimban-16-carboxylic acid,17-dimethoxy-18-(3,4,5-trimethoxybenzoyl)oxy-, methyl ester, (3.beta.,16.beta.,17.alpha.,18.beta.,20.alpha.)-
Prestwick_147	Methyl reserpate 3,4,5-trimethoxybenzoic acid ester
Reserpine, 99%	Spectrum_000109
Reserpic acid methyl ester 3,4,5-trimethoxybenzoate (ester)	79 more names available
1263-94-1	Prestwick0_000875
Prestwick1_000875	Prestwick2_000875
Prestwick3_000875	Spectrum3_000894
Spectrum4_000989	Spectrum5_001415
R 0875	SCHEMBL2589
Lopac0_000073	BSPBio_000949
KBioGR_001397	KBioSS_000549
4-25-00-01319 (Beilstein Handbook Reference)	Methyl 18beta-hydroxy-11,17alpha-dimethoxy-3beta,20alpha-yohimban-16beta-carboxylate 3,4,5-trimethoxybenzoate (ester)
methyl dimethoxy-(3,4,5-trimethoxybenzoyl)oxy-?carboxylate	MLS002154046
MLS006011754	DivK1c_000012
SPECTRUM1500526	SPBio_002870
Reserpine (JP17/USP/INN)	AMY591
BPBio1_001045	GTPL4823
MEGxp0_001904	DTXSID7021237
ACon1_000086	HMS500A14
KBio1_000012	KBio2_000549
KBio2_003117	KBio2_005685
KBio3_001808	AOB5791
NINDS_000012	HMS1570P11
HMS1920P04	HMS2092G05
HMS2097P11	HMS2234E24
HMS3260O07	HMS3413D20
HMS3677D20	HMS3714P11
HMS3884I21	Pharmakon1600-01500526
HY-N0480	Reserpine, Vetec(TM) reagent grade
RKL10049	ZINC3938746
Tox21_111107	Tox21_202395
Tox21_300537	Tox21_500073
BBL028800	BDBM50017712
ENT-50146	NSC237659
NSC757309	STK801975
AKOS000277559	Tox21_111107_1
CCG-204168	CS-1913
DB00206	KS-5106
LP00073	MCULE-9131256292
MCULE-9946449258	NSC-757309
SDCCGSBI-0050061.P005	IDI1_000012
NCGC00091250-01	NCGC00091250-02
NCGC00091250-03	NCGC00091250-05
NCGC00091250-06	NCGC00091250-07
NCGC00091250-08	NCGC00091250-09
NCGC00091250-10	NCGC00091250-12
NCGC00091250-14	NCGC00091250-25
NCGC00254489-01	NCGC00259944-01
NCGC00260758-01	3-beta,20-alpha-Yohimban-16-beta-carboxylic acid, 18-beta-hydroxy-11,17-alpha-dimethoxy-, methyl ester, 3,4,5-trimethoxybenzoate (ester)
AC-13142	AC-34405
BR164333	methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-(3,4,5-trimethoxybenzoyloxy)-3,13-diazapentacyclo11.8.0.0^{2,10}.0^{4,9}.0^{15,20}henicosa-2(10),4,6,8-tetraene-19-carboxylate
NCI60_004446	SBI-0050061.P004
EU-0100073	Reserpine, crystallized, >=99.0% (HPLC)
SW196458-3	UNM000011053801
C06539	D00197
J10192	91098-EP2275420A1
91098-EP2305219A1	AB01562943_01
005R091	146088-EP2287158A1
146088-EP2292597A1	A913268
Q407841	Q-100566
BRD-K95921201-001-07-0	Methyl reserpate; 3,4,5-Trimethoxybenzoic acid ester
Reserpine, certified reference material, TraceCERT(R)	Reserpine solution, 1 pg/muL in methanol: water (1:1)
Reserpine, European Pharmacopoeia (EP) Reference Standard	Reserpine Standard for LC-MS, analytical standard, for LC-MS
Reserpine, United States Pharmacopeia (USP) Reference Standard	Reserpine, Pharmaceutical Secondary Standard; Certified Reference Material
(3?,16?,17?,18?,20?)-11,17-Dimethoxy-18-(3,4,5-trimethoxybenzoyl)oxyyohimban-16-carboxylic acid methyl ester	(3beta,16beta,17alpha,18beta,20alpha)-11,17-Dimethoxy-18- (3,4,5-trimethoxybenzoyl)oxyyohimban-16-carboxyl ic acid methyl ester
3beta,20alpha-Yohimban-16beta-carboxylic acid, 18beta-hydroxy-11,17alpha-dimethoxy- methyl ester 3,4,5-trimethoxybenzoate (ester) (8CI)	methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-(3,4,5-trimethoxyphenyl)carbonyloxy-3,13-diazapentacyclo11.8.0.0^{2,10}.0^{4,9}.0^{15,20}henicosa-2(10),4,6,8-tetraene-19-carboxylate
Yohimban-16-carboxylic acid, 11,17-dimethoxy-18-(3,4,5-trimethoxybenzoyl)oxy-, methyl ester, (3.beta.,16.beta.,17.alpha.,18.beta.,20.alpha.)-

Experimental Data

reserpine

Species	Dose	Unit	Control(Avg days)	Treatment(Avg days)	Avg/Med Lifespan Change(%)	Control(Max days)	Treatment(Max days)	Max Lifespan Change(%)	Significant	Strain	PubMed	Avg/Med Lifespan Change tab
Caenorhabditis elegans	30.000000000000000	umol/L	11.000000000000000	18.000000000000000	64.000000000000000	16.000000000000000	24.000000000000000	0.500000000000000	S	N2	18409080	Active
Caenorhabditis elegans	33.000000000000000	umol/L			6.000000000000000				NS	N2	24134630	Inactive
Caenorhabditis elegans	60.000000000000000	umol/L	12.000000000000000	17.000000000000000	0.420000000000000	21.000000000000000	25.000000000000000	0.190000000000000	S	N2	27966489	Active
Caenorhabditis elegans	30.000000000000000	umol/L	13.000000000000000	17.000000000000000	31.000000000000000	17.000000000000000	25.000000000000000	0.470000000000000	S	N2	18409080	Active
Caenorhabditis elegans	60.000000000000000	umol/L	12.600000000000000	16.300000000000000	0.290000000000000	20.000000000000000	25.000000000000000	0.250000000000000	S	N2	22212533	Active

Experimental Data Visualization

reserpine

Statistics Data

reserpine

Species	Avg/Med Lifespan Change(%)	Max Lifespan Change(%)	Count Reference	Count Data point
Caenorhabditis elegans	64.000000000000000	0.500000000000000	4	5

Statistics Data Visualization

reserpine

Compound Name:

reserpine

Compound CID:

5770

Synonyms:

reserpine 50-55-5 Serpalan Serpasil Serpivite More...

Iupac Name:

methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate

InChI:

InChI=1S/C33H40N2O9/c1-38-19-7-8-20-21-9-10-35-16-18-13-27(44-32(36)17-11-25(39-2)30(41-4)26(12-17)40-3)31(42-5)28(33(37)43-6)22(18)15-24(35)29(21)34-23(20)14-19/h7-8,11-12,14,18,22,24,27-28,31,34H,9-10,13,15-16H2,1-6H3/t18-,22+,24-,27-,28+,31+/m1/s1

InChIKey:

QEVHRUUCFGRFIF-MDEJGZGSSA-N

Canonical Smiles:

COC1C(CC2CN3CCC4=C(C3CC2C1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC

Isomeric Smiles:

CO[C@H]1[C@@H](C[C@@H]2CN3CCC4=C([C@H]3C[C@@H]2[C@@H]1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC

Molecular Weight:

608.7

Molecular Formula:

C33H40N2O9

Molecular Weight:

608.7

Molecular Formula:

C33H40N2O9

Hydrogen Bond Donor Count:

1

Hydrogen Bond Acceptor Count:

10

Rotatable Bond Count:

10

Heavy Atom Count:

44

Complexity:

1000

reserpine

50-55-5

Serpalan

Serpasil

Serpivite

Apoplon

Hypersil

Alserin

Elserpine

Hiserpia

Raunervil

Raupasil

Rausedil

Rausedyl

Rauwasedin

Reserpin

Serpanray

Resine

Rivasin

Sandril

Serpate

(-)-Reserpine

Rau-Sed

Ascoserpina

Austrapine

Bioserpine

Enipresser

Eskaserpine

Helfoserpin

Hiposerpil

Maviserpin

Mayserpine

Mephaserpin

Purserpine

Rauserpine

Reserpamed

Reserpanca

Alkarau

Apsical

Banasil

Benazyl

Carditivo

Carrserp

Escaspere

Eserpine

Eskaserp

reserpine

50-55-5

Serpalan

Serpasil

Serpivite

More...