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Compound Summary

LITHOCHOLIC ACID

Compound Information

LITHOCHOLIC ACID

Compound Name:	LITHOCHOLIC ACID
Compound CID:	9903
Synonyms:	LITHOCHOLIC ACID 434-13-9 Lithocolic acid Lithocholate 3alpha-Hydroxy-5beta-cholan-24-oic acid More...
Iupac Name:	(4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
InChI:	InChI=1S/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16-,17-,18+,19-,20+,21+,23+,24-/m1/s1
InChIKey:	SMEROWZSTRWXGI-HVATVPOCSA-N
Canonical Smiles:	CC(CCC(=O)O)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C
Isomeric Smiles:	C[C@H](CCC(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@H]4[C@@]3(CC[C@H](C4)O)C)C
Molecular Weight:	376.6
Molecular Formula:	C24H40O3

Compound Structure

2D Structure:

3D Structure:

Computed Properties

LITHOCHOLIC ACID

Molecular Weight:	376.6
Molecular Formula:	C24H40O3
Hydrogen Bond Donor Count:	2
Hydrogen Bond Acceptor Count:	3
Rotatable Bond Count:	4
Heavy Atom Count:	27
Complexity:	574

Synonyms

LITHOCHOLIC ACID

LITHOCHOLIC ACID	LITHOCHOLIC ACID
LITHOCHOLIC ACID	434-13-9
Lithocolic acid	Lithocholate
3alpha-Hydroxy-5beta-cholan-24-oic acid	3alpha-Hydroxy-5beta-cholanic acid
3alpha-Hydroxycholanic acid	3-alpha-Hydroxycholanic acid
5beta-Cholanic acid-3alpha-ol	NCI-C03861
3-Hydroxycholan-24-oic acid	3alpha-Hydroxy-5beta-cholanoic acid
(3alpha,5beta)-3-hydroxycholan-24-oic acid	3-alpha-Hydroxy-5-beta-cholanic acid
UNII-5QU0I8393U	3alpha-Hydroxy-5beta-cholanate
5-beta-Cholanic acid, 3-alpha-hydroxy-	3\|A-Hydroxy-5\|A-cholanic acid
Cholan-24-oic acid, 3-hydroxy-, (3alpha,5beta)-	5beta-Cholan-24-oic acid, 3alpha-hydroxy-
NSC683770	(3-alpha,5-beta)-3-Hydroxycholan-24-oic acid
CHEMBL1478	17beta-(1-Methyl-3-carboxypropyl)etiocholan-3alpha-ol
17-beta-(1-Methyl-3-carboxypropyl)ethiocholan-3-alpha-ol	(4R)-4-(3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopentaaphenanthren-17-ylpentanoic acid
CHEBI:16325	5-beta-Cholan-24-oic acid, 3-alpha-hydroxy-
Cholan-24-oic acid, 3-hydroxy-, (3a,5b)-	5QU0I8393U
5beta-Cholan-24-oic acid-3alpha-ol	MFCD00003682
ST069335	DSSTox_CID_779
DSSTox_RID_75786	DSSTox_GSID_20779
LCA	Litocholic acid
(3beta,5beta,14beta,17alpha)-3-Hydroxycholan-24-Oic Acid	Cholan-24-oic acid, 3-hydroxy-, (3-alpha,5-beta)- (9CI)
(4S)-4-((1S,2S,11S,5R,7R,10R,14R,15R)-5-hydroxy-2,15-dimethyltetracyclo8.7.0. 0<2,7>.0<11,15>heptadec-14-yl)pentanoic acid	(R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopentaaphenanthren-17-yl)pentanoic acid
CCRIS 363	LITHOCHOLICACID
HSDB 4113	SR-05000000450
EINECS 207-099-1	NSC 657956
BRN 3217757	lithocholic-acid
NSC657956	NSC-683770
Prestwick_88	4OA
CAS-434-13-9	NSC 683770
Lithocholic Acid,(S)	4q0a
Prestwick0_000796	Prestwick1_000796
Prestwick2_000796	Prestwick3_000796
Spectrum5_002021	bmse000686
UPCMLD-DP153	cid_9903
Lithocholic acid, >=95%	BIDD:PXR0054
SCHEMBL28449	3a-Hydroxy-5b-cholanic acid
BSPBio_000932	GTPL611
4-10-00-00785 (Beilstein Handbook Reference)	MLS002154006
3.alpha.-Hydroxycholanic acid	3a-Hydroxy-5ss-cholanic acid
SPBio_002871	BPBio1_001026
3a-hydroxy-5b-cholan-24-oate	DTXSID6020779
UPCMLD-DP153:001	5ss--Cholan-24-oic acid-3a-ol
HMS1570O14	HMS2097O14
HMS2269C14	HMS3714O14
3a-hydroxy-5b-cholan-24-oic acid	HY-B0172
ZINC3918156	Tox21_201868
Tox21_302791	3a-Hydroxy-5ss-cholan-24-oic acid
5.beta.-Cholanic acid-3.alpha.-ol	BDBM50236238
LMST04010003	s4003
SBB012598	(3a,5b)-3-hydroxy-cholan-24-oate
AKOS016010251	CCG-220796
CS-2049	DS-3878
3.alpha.-Hydroxy-5.beta.-cholanic acid	NCGC00091272-01
NCGC00091272-04	NCGC00091272-06
NCGC00091272-07	NCGC00091272-08
NCGC00256451-01	NCGC00259417-01
(3a,5b)-3-hydroxy-cholan-24-oic acid	3.alpha.-Hydroxy-5.beta.-cholanoic acid
M622	NCI60_028903
NCI60_030095	SMR000112168
5.beta.-Cholan-24-oic acid-3.alpha.-ol	L0089
5-.beta.-Cholanic acid, 3-.alpha.-hydroxy-	3.alpha.-Hydroxy-5.beta.-cholan-24-oic acid
C03990	5.beta.-Cholan-24-oic acid, 3.alpha.-hydroxy-
A872700	Q3323035
SR-05000000450-2	SR-05000000450-4
SR-05000000450-5	UNII-JIY1ILR284 component SMEROWZSTRWXGI-HVATVPOCSA-N
17-.beta.-(1-Methyl-3-carboxypropyl)ethiocholan-3-.alpha.-ol	3alpha-Hydroxy-5beta-cholan-24-oic Acid (Lithocholic Acid)
Cholan-24-oic acid, 3-hydroxy-, (3-.alpha., 5-.beta.)-	Lithocholic acid, European Pharmacopoeia (EP) Reference Standard
AC268B61-0548-4391-90E9-546636926870	Lithocholic acid, 50 mug/mL in methanol, certified reference material
(4R)-4-((3R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopentaaphenanthren-17-yl)pentanoic acid	3ALPHA-HYDROXY-5BETA-CHOLAN-24-OIC ACID 3ALPHA-HYDROXY-5BETA-CHOLANIC ACID 3ALPHA-HYDROXYCHOLANIC ACID 3-HYDROXYCHOLANIC ACID 5BETA-CHOLAN-24-OIC ACID-3ALPHA-OL 5BETA-CHOLAN-24-OIC ACID-3A-OL 5BETA-CHOLANIC ACID-3ALPHA-OL BETA-CHOLANIC ACID-3-ALPHA-OL HYDROYCHOLANIC ACID

Experimental Data

LITHOCHOLIC ACID

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
Drosophila melanogaster	50.000000000000000	umol/L	48.500000000000000	60.600000000000000	0.250000000000000	70.800000000000000	81.700000000000000	0.150000000000000	S	w1118	MALES	30051966	Active
Saccharomyces cerevisiae	50.000000000000000	umol/L			105.500000000000000			93.000000000000000	S	N2		30405886	Active
Saccharomyces cerevisiae	50.000000000000000	umol/L	15.000000000000000	31.000000000000000	1.070000000000000	21.000000000000000	42.000000000000000	1.000000000000000	S	BY4741		20622262	Active

Experimental Data Visualization

LITHOCHOLIC ACID

Statistics Data

LITHOCHOLIC ACID

Species	Avg/Med Lifespan Change(%)	Max Lifespan Change(%)	Count Reference	Count Data point
Drosophila melanogaster	0.250000000000000	0.150000000000000	1	1
Saccharomyces cerevisiae	105.500000000000000	93.000000000000000	2	2

Statistics Data Visualization

LITHOCHOLIC ACID

Compound Name:

LITHOCHOLIC ACID

Compound CID:

9903

Synonyms:

LITHOCHOLIC ACID 434-13-9 Lithocolic acid Lithocholate 3alpha-Hydroxy-5beta-cholan-24-oic acid More...

Iupac Name:

(4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid

InChI:

InChI=1S/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16-,17-,18+,19-,20+,21+,23+,24-/m1/s1

InChIKey:

SMEROWZSTRWXGI-HVATVPOCSA-N

Canonical Smiles:

CC(CCC(=O)O)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C

Isomeric Smiles:

C[C@H](CCC(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@H]4[C@@]3(CC[C@H](C4)O)C)C

Molecular Weight:

376.6

Molecular Formula:

C24H40O3

Molecular Weight:

376.6

Molecular Formula:

C24H40O3

Hydrogen Bond Donor Count:

2

Hydrogen Bond Acceptor Count:

3

Rotatable Bond Count:

4

Heavy Atom Count:

27

Complexity:

574

LITHOCHOLIC ACID

434-13-9

Lithocolic acid

Lithocholate

3alpha-Hydroxy-5beta-cholan-24-oic acid

3alpha-Hydroxy-5beta-cholanic acid

3alpha-Hydroxycholanic acid

3-alpha-Hydroxycholanic acid

5beta-Cholanic acid-3alpha-ol

NCI-C03861

3-Hydroxycholan-24-oic acid

3alpha-Hydroxy-5beta-cholanoic acid

(3alpha,5beta)-3-hydroxycholan-24-oic acid

3-alpha-Hydroxy-5-beta-cholanic acid

UNII-5QU0I8393U

3alpha-Hydroxy-5beta-cholanate

5-beta-Cholanic acid, 3-alpha-hydroxy-

3|A-Hydroxy-5|A-cholanic acid

Cholan-24-oic acid, 3-hydroxy-, (3alpha,5beta)-

5beta-Cholan-24-oic acid, 3alpha-hydroxy-

NSC683770

(3-alpha,5-beta)-3-Hydroxycholan-24-oic acid

CHEMBL1478

17beta-(1-Methyl-3-carboxypropyl)etiocholan-3alpha-ol

17-beta-(1-Methyl-3-carboxypropyl)ethiocholan-3-alpha-ol

(4R)-4-(3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopentaaphenanthren-17-ylpentanoic acid

CHEBI:16325

5-beta-Cholan-24-oic acid, 3-alpha-hydroxy-

Cholan-24-oic acid, 3-hydroxy-, (3a,5b)-

5QU0I8393U

5beta-Cholan-24-oic acid-3alpha-ol

MFCD00003682

ST069335

DSSTox_CID_779

DSSTox_RID_75786

DSSTox_GSID_20779

LCA

Litocholic acid

(3beta,5beta,14beta,17alpha)-3-Hydroxycholan-24-Oic Acid

Cholan-24-oic acid, 3-hydroxy-, (3-alpha,5-beta)- (9CI)

(4S)-4-((1S,2S,11S,5R,7R,10R,14R,15R)-5-hydroxy-2,15-dimethyltetracyclo8.7.0. 0<2,7>.0<11,15>heptadec-14-yl)pentanoic acid

(R)-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopentaaphenanthren-17-yl)pentanoic acid

CCRIS 363

LITHOCHOLICACID

HSDB 4113

SR-05000000450

LITHOCHOLIC ACID

434-13-9

Lithocolic acid

Lithocholate

3alpha-Hydroxy-5beta-cholan-24-oic acid

More...