Standard Compound Records

Database Entry: cq_02342

2D-Structure

3D-Structure

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Basic Information

Name:3alpha-Hydroxy-5beta-cholanate;3alpha-Hydroxy-5beta-cholanic acid;Lithocholic acid;Lithocholate
Synonyms:3alpha-Hydroxy-5beta-cholanate;3alpha-Hydroxy-5beta-cholanic acid;Lithocholic acid;Lithocholate;(3-alpha,5-beta)-3-Hydroxycholan-24-oic acid;17-beta-(1-Methyl-3-carboxypropyl)ethiocholan-3-alpha-ol;17beta-(1-Methyl-3-carboxypropyl)etiocholan-3alpha-ol;3-Hydroxycholan-24-oic acid;3-alpha-Hydroxy-5-beta-cholanic acid;3-alpha-Hydroxycholanic acid;3alpha-Hydroxy-5beta-cholan-24-oic acid;3alpha-Hydroxycholanic acid;4-10-00-00785 (Beilstein Handbook Reference);434-13-9;5-beta-Cholan-24-oic acid, 3-alpha-hydroxy-;5-beta-Cholanic acid, 3-alpha-hydroxy-;5beta-Cholan-24-oic acid, 3alpha-hydroxy-;BRN 3217757;CCRIS 363;Cholan-24-oic acid, 3-hydroxy-, (3-alpha,5-beta)- (9CI);Cholan-24-oic acid, 3-hydroxy-, (3alpha,5beta)-;EINECS 207-099-1;HSDB 4113;LITHOCHOLIC ACID;NCI-C03861;(4R)-4-[(3R,5R,8S,9R,10S,13R,14R,17S)-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;HMDB00761;;(3a,5b)-3-hydroxy-cholan-24-oate;(3a,5b)-3-hydroxy-cholan-24-oic acid;3a-hydroxy-5b-cholan-24-oate;3a-hydroxy-5b-cholan-24-oic acid;(4R)-4-[(3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,
Molecular Weight:376.5726
Formula:C24H40O3
CAS:434-13-9
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
Canonical SMILES:CC(CCC(=O)O)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C
InChI:InChI=1/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
Experimental Water Solubility:0.000377 mg/mL [YALKOWSKY,SH & DANNENFELSER,RM (1992)]
Predicted Water Solubility:0.000533 mg/mL [Predicted by ALOGPS]
Experimental LogP(octanol-water):
Predicted LogP(octanol-water):4.38 [Predicted by ALOGPS]; 6.6 [Predicted by PubChem via XLOGP]; 6.19 [MEYLAN,WM & HOWARD,PH (1995)]

Biology and Chemistry related

KEGG Compound ID:C03990
PubChem SID:153125
PubChem CID:9903
ChemIDplus:000434139
CHEBI:16325
HMDB:|HMDB00761|
PDB Component ID:
MetaCyc ID:|CPD-7235||3-ALPHA-HYDROXY-5-BETA-CHOLANATE|
UM-BBD ID:
BMRB ID:|lithocholic_acid|

NMR related

MMCD Experimental_NMR: expnmr_00700 ||

HMDB_EXPERIMENTAL_HNMR: HMDB00761||

HMDB_PREDICTED_HNMR: HMDB00761 ||

HMDB_PREDICTED_CNMR: HMDB00761 ||

Atom IDAtom TypeSMILES Canonical IDSMILES Symmetry ClassNeighborsInChI Canonical IDInChI Symmetry ClassEmpirical Chemical ShiftTheoretical Chemical ShiftExperimental Chemical ShiftLiterature NMR Data
1C4675064,63,57,47242446.2N_AN_AN_A
2C4664965,61,56,46232336.7N_AN_AN_A
3C3644767,62,54,39202056.6N_AN_AN_A
4C3654866,62,55,40212152.6N_AN_AN_A
5C3624564,65,52,37181835.6N_AN_AN_A
6C3634667,53,60,38191956.0N_AN_AN_A
7C3614466,51,58,36161641.5N_AN_AN_A
8C2574067,55,30,31131340.2N_AN_AN_A
9C2553865,57,26,27111120.7N_AN_AN_A
10C2543764,53,24,258824.2N_AN_AN_A
11C2563966,50,28,29121232.5N_AN_AN_A
12C2533663,54,22,237728.3N_AN_AN_A
13C2523562,51,20,216632.0N_AN_AN_A
14C4442741,48,422222177.5N_AN_AN_A
15C2513461,52,18,195528.9N_AN_AN_A
16C2584161,59,32,33141437.1N_AN_AN_A
17O4124442626N_AN_AN_AN_A
18C3604363,49,45,35151535.2N_AN_AN_A
19C2493260,48,14,154430.9N_AN_AN_A
20C2483144,49,12,139933.9N_AN_AN_A
21C1473067,9,10,113316.2N_AN_AN_A
22C2503356,59,16,17101030.9N_AN_AN_A
23C3594258,50,43,34171771.4N_AN_AN_A
24C1462966,6,7,82216.1N_AN_AN_A
25O422544,12726N_AN_AN_AN_A
26O432659,22525N_AN_AN_AN_A
27C1452860,3,4,51119.1N_AN_AN_A
28H361961N_AN_A1.41N_AN_AN_A
29H402365N_AN_A1.4N_AN_AN_A
30H372062N_AN_A1.41N_AN_AN_A
31H392264N_AN_A1.4N_AN_AN_A
32H382163N_AN_A1.47N_AN_AN_A
33H301557N_AN_A1.235N_AN_AN_A
34H311557N_AN_A1.485N_AN_AN_A
35H261355N_AN_A1.275N_AN_AN_A
36H271355N_AN_A1.525N_AN_AN_A
37H241254N_AN_A1.345N_AN_AN_A
38H251254N_AN_A1.595N_AN_AN_A
39H281456N_AN_A1.235N_AN_AN_A
40H291456N_AN_A1.485N_AN_AN_A
41H221153N_AN_A1.345N_AN_AN_A
42H231153N_AN_A1.595N_AN_AN_A
43H201052N_AN_A1.275N_AN_AN_A
44H211052N_AN_A1.525N_AN_AN_A
45H18951N_AN_A1.275N_AN_AN_A
46H19951N_AN_A1.525N_AN_AN_A
47H321658N_AN_A1.425N_AN_AN_A
48H331658N_AN_A1.675N_AN_AN_A
49H351860N_AN_A1.64N_AN_AN_A
50H14749N_AN_A1.52N_AN_AN_A
51H15749N_AN_A1.52N_AN_AN_A
52H12648N_AN_A2.23N_AN_AN_A
53H13648N_AN_A2.23N_AN_AN_A
54H9547N_AN_A1.16N_AN_AN_A
55H10547N_AN_A1.16N_AN_AN_A
56H11547N_AN_A1.16N_AN_AN_A
57H16850N_AN_A1.465N_AN_AN_A
58H17850N_AN_A1.715N_AN_AN_A
59H341759N_AN_A3.17N_AN_AN_A
60H6446N_AN_A1.16N_AN_AN_A
61H7446N_AN_A1.16N_AN_AN_A
62H8446N_AN_A1.16N_AN_AN_A
63H3345N_AN_A1.06N_AN_AN_A
64H4345N_AN_A1.06N_AN_AN_A
65H5345N_AN_A1.06N_AN_AN_A
66H1142N_AN_A12.35N_AN_AN_A
67H2243N_AN_A4.81N_AN_AN_A

Mass Spectra related

HMDB_MASS_SPEC: HMDB00761||

C12N14 Mass data:376.29774515
C13N14 Mass data:400.378261257
C12N15 Mass data:376.29774515
C13N15 Mass data:400.378261257

Miscellanea

Order_Status:DONE
Organism:map; hsa; ko
Location:Fridge C UW Box 3 J4
Isomer:
Salt:
Data Source:kegg;hmdb;biocyc
Similar Structure:|cq_10577||cq_10760||cq_10759|
Comments: