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Compound Summary

Masoprocol

Compound Information

Masoprocol

Compound Name:	Masoprocol
Compound CID:	71398
Synonyms:	Masoprocol meso-NDGA meso-Nordihydroguaiaretic acid Actinex 27686-84-6 More...
Iupac Name:	4-[(2S,3R)-4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol
InChI:	InChI=1S/C18H22O4/c1-11(7-13-3-5-15(19)17(21)9-13)12(2)8-14-4-6-16(20)18(22)10-14/h3-6,9-12,19-22H,7-8H2,1-2H3/t11-,12+
InChIKey:	HCZKYJDFEPMADG-TXEJJXNPSA-N
Canonical Smiles:	CC(CC1=CC(=C(C=C1)O)O)C(C)CC2=CC(=C(C=C2)O)O
Isomeric Smiles:	C[C@H](CC1=CC(=C(C=C1)O)O)[C@@H](C)CC2=CC(=C(C=C2)O)O
Molecular Weight:	302.4
Molecular Formula:	C18H22O4

Compound Structure

2D Structure:

3D Structure:

Computed Properties

Masoprocol

Molecular Weight:	302.4
Molecular Formula:	C18H22O4
Hydrogen Bond Donor Count:	4
Hydrogen Bond Acceptor Count:	4
Rotatable Bond Count:	5
Heavy Atom Count:	22
Complexity:	303

Synonyms

Masoprocol

Masoprocol	Masoprocol
Masoprocol	meso-NDGA
meso-Nordihydroguaiaretic acid	Actinex
27686-84-6	Masoprocolum
Masoprocolum INN-Latin	CHX 100
CHX-100	UNII-7BO8G1BYQU
meso-4,4-(2,3-Dimethyltetramethylene)dipyrocatechol"	4,4-((2R,3S)-2,3-Dimethylbutane-1,4-diyl)bis(benzene-1,2-diol)"
1,2-Benzenediol, 4,4-(2,3-dimethyl-1,4-butanediyl)bis-, (R,S)-	Nordihydroguaiaretic acid from Larrea divaricata (creosote bush)
7BO8G1BYQU	CHEMBL313972
erythro-nordihydroguaiaretic acid	CHEBI:73468
4-(2S,3R)-4-(3,4-dihydroxyphenyl)-2,3-dimethylbutylbenzene-1,2-diol	meso-2,3-bis(3,4-dihydroxyphenylmethyl)butane
meso-1,4-bis(3,4-dihydroxyphenyl)-2,3-dimethylbutane	meso-4,4-(2,3-dimethyl-1,4-butanediyl)bis(pyrocatechol)
Masoprocol USAN:INN	meso-4-4-(3,4-dihydroxyphenyl)-2,3-dimethylbutylbenzene-1,2-diol
meso-beta,gamma-dimethyl-alpha,delta-bis(3,4-dihydroxyphenyl)butan	1,2-Benzenediol, 4,4-(2R,3S)-2,3-dimethyl-1,4-butanediylbis-, rel-
4-(2R,3S)-4-(3,4-dihydroxyphenyl)-2,3-dimethylbutylbenzene-1,2-diol	4-(2S,3R)-3-(3,4-dihydroxyphenyl)methyl-2-methylbutylbenzene-1,2-diol
EINECS 248-606-6	nordihydroguaiaretic acid (ndga)
NSC-4291	1,2-Benzenediol, 4,4-((2R,3S)-2,3-dimethyl-1,4-butanediyl)bis-, rel-
NSC-682984	NCGC00015741-06
Actinex (TN)	Nordihydroguaiaretic acid (meso-form)
Nordihydroguaiaretsaure	(R,S)-4,4-(2,3-Dimethylbutane-1,4-diyl)bispyrocatechol
Masoprocol (USAN/INN)	Lopac-N-5023
INSM18	SCHEMBL3818
DSSTox_CID_25178	DSSTox_RID_80726
DSSTox_GSID_45178	Lopac0_000877
INSM-18	BIDD:ER0127
DTXSID5045178	rel-4,4-((2R,3S)-2,3-Dimethylbutane-1,4-diyl)bis(benzene-1,2-diol)
BDBM22372	Masoprocol (Nordihydroguaiaretic)
ZINC12342	HMS3262P15
TNP00263	Tox21_110210
Tox21_500877	AKOS016014015
CCG-204959	DB00179
LP00877	NCGC00015741-01
NCGC00015741-02	NCGC00015741-03
NCGC00015741-07	NCGC00094201-01
NCGC00094201-02	NCGC00094201-03
NCGC00094201-04	NCGC00094201-05
NCGC00094201-06	NCGC00261562-01
CAS-27686-84-6	EU-0100877
D04862	N 5023
686B846	SR-01000076028
NCGC00015741-06!NORDIHYDROGUAIARETIC ACID	Q6783851
SR-01000076028-1	meso-4,4-(2,3-Dimethyltetrameth-ylene)dipyrocatechol"
4,4-(2R,3S)-2,3-Dimethyl-1,4-butanediylbiscatechol"	4,4-((2R,3S)-2,3-dimethylbutane-1,4-diyl)dibenzene-1,2-diol
4-(2R,3S)-4-(3,4-dihydroxyphenyl)-2,3-dimethyl-butylbenzene-1,2-diol	1050512-02-1

Experimental Data

Masoprocol

Species	Dose	Unit	Control(Avg days)	Treatment(Avg days)	Avg/Med Lifespan Change(%)	Control(Max days)	Treatment(Max days)	Max Lifespan Change(%)	Significant	Strain	Gender	PubMed	Avg/Med Lifespan Change tab
Caenorhabditis elegans	33.000000000000000	umol/L			-1.000000000000000				NS	N2		24134630	Inactive

Experimental Data Visualization

Masoprocol

Statistics Data

Masoprocol

Species	Avg/Med Lifespan Change(%)	Max Lifespan Change(%)	Count Reference	Count Data point
Caenorhabditis elegans	-1.000000000000000		1	1

Statistics Data Visualization

Masoprocol

Compound Name:

Masoprocol

Compound CID:

71398

Synonyms:

Masoprocol meso-NDGA meso-Nordihydroguaiaretic acid Actinex 27686-84-6 More...

Iupac Name:

4-[(2S,3R)-4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol

InChI:

InChI=1S/C18H22O4/c1-11(7-13-3-5-15(19)17(21)9-13)12(2)8-14-4-6-16(20)18(22)10-14/h3-6,9-12,19-22H,7-8H2,1-2H3/t11-,12+

InChIKey:

HCZKYJDFEPMADG-TXEJJXNPSA-N

Canonical Smiles:

CC(CC1=CC(=C(C=C1)O)O)C(C)CC2=CC(=C(C=C2)O)O

Isomeric Smiles:

C[C@H](CC1=CC(=C(C=C1)O)O)[C@@H](C)CC2=CC(=C(C=C2)O)O

Molecular Weight:

302.4

Molecular Formula:

C18H22O4

Molecular Weight:

302.4

Molecular Formula:

C18H22O4

Hydrogen Bond Donor Count:

4

Hydrogen Bond Acceptor Count:

4

Rotatable Bond Count:

5

Heavy Atom Count:

22

Complexity:

303

Masoprocol

meso-NDGA

meso-Nordihydroguaiaretic acid

Actinex

27686-84-6

Masoprocolum

Masoprocolum INN-Latin

CHX 100

CHX-100

UNII-7BO8G1BYQU

meso-4,4-(2,3-Dimethyltetramethylene)dipyrocatechol"

4,4-((2R,3S)-2,3-Dimethylbutane-1,4-diyl)bis(benzene-1,2-diol)"

1,2-Benzenediol, 4,4-(2,3-dimethyl-1,4-butanediyl)bis-, (R*,S*)-

Nordihydroguaiaretic acid from Larrea divaricata (creosote bush)

7BO8G1BYQU

CHEMBL313972

erythro-nordihydroguaiaretic acid

CHEBI:73468

4-(2S,3R)-4-(3,4-dihydroxyphenyl)-2,3-dimethylbutylbenzene-1,2-diol

meso-2,3-bis(3,4-dihydroxyphenylmethyl)butane

meso-1,4-bis(3,4-dihydroxyphenyl)-2,3-dimethylbutane

meso-4,4-(2,3-dimethyl-1,4-butanediyl)bis(pyrocatechol)

Masoprocol USAN:INN

meso-4-4-(3,4-dihydroxyphenyl)-2,3-dimethylbutylbenzene-1,2-diol

meso-beta,gamma-dimethyl-alpha,delta-bis(3,4-dihydroxyphenyl)butan

1,2-Benzenediol, 4,4-(2R,3S)-2,3-dimethyl-1,4-butanediylbis-, rel-

4-(2R,3S)-4-(3,4-dihydroxyphenyl)-2,3-dimethylbutylbenzene-1,2-diol

4-(2S,3R)-3-(3,4-dihydroxyphenyl)methyl-2-methylbutylbenzene-1,2-diol

EINECS 248-606-6

nordihydroguaiaretic acid (ndga)

NSC-4291

1,2-Benzenediol, 4,4-((2R,3S)-2,3-dimethyl-1,4-butanediyl)bis-, rel-

NSC-682984

NCGC00015741-06

Actinex (TN)

Nordihydroguaiaretic acid (meso-form)

Nordihydroguaiaretsaure

(R*,S*)-4,4-(2,3-Dimethylbutane-1,4-diyl)bispyrocatechol

Masoprocol (USAN/INN)

Lopac-N-5023

INSM18

SCHEMBL3818

DSSTox_CID_25178

DSSTox_RID_80726

DSSTox_GSID_45178

Lopac0_000877

Masoprocol

meso-NDGA

meso-Nordihydroguaiaretic acid

Actinex

27686-84-6

More...

1,2-Benzenediol, 4,4-(2,3-dimethyl-1,4-butanediyl)bis-, (R,S)-

(R,S)-4,4-(2,3-Dimethylbutane-1,4-diyl)bispyrocatechol