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Cholic acid 3-sulfate

PubChem CID
465402
Structure
Cholic acid 3-sulfate_small.png
Cholic acid 3-sulfate_3D_Structure.png
Molecular Formula
Synonyms
  • Cholic acid 3-sulfate
  • SCHEMBL3128038
  • CHEBI:181798
  • ST 24:1;O5;S
  • (4R)-4-[(3R,5R,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-dihydroxy-10,13-dimethyl-3-sulfooxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
Molecular Weight
488.6 g/mol
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Dates
  • Create:
    2005-08-01
  • Modify:
    2025-01-18
Description
Cholic acid 3-sulfate is a cholanoid.

1 Structures

1.1 2D Structure

Chemical Structure Depiction
Cholic acid 3-sulfate.png

1.2 3D Conformer

2 Names and Identifiers

2.1 Computed Descriptors

2.1.1 IUPAC Name

(4R)-4-[(3R,5R,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-dihydroxy-10,13-dimethyl-3-sulfooxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
Computed by Lexichem TK 2.7.0 (PubChem release 2021.05.07)

2.1.2 InChI

InChI=1S/C24H40O8S/c1-13(4-7-21(27)28)16-5-6-17-22-18(12-20(26)24(16,17)3)23(2)9-8-15(32-33(29,30)31)10-14(23)11-19(22)25/h13-20,22,25-26H,4-12H2,1-3H3,(H,27,28)(H,29,30,31)/t13-,14+,15-,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1
Computed by InChI 1.0.6 (PubChem release 2021.05.07)

2.1.3 InChIKey

AUVYDCOKXDDYKR-OELDTZBJSA-N
Computed by InChI 1.0.6 (PubChem release 2021.05.07)

2.1.4 SMILES

C[C@H](CCC(=O)O)[C@H]1CC[C@@H]2[C@@]1([C@H](C[C@H]3[C@H]2[C@@H](C[C@H]4[C@@]3(CC[C@H](C4)OS(=O)(=O)O)C)O)O)C
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)

2.2 Molecular Formula

C24H40O8S
Computed by PubChem 2.1 (PubChem release 2021.05.07)

2.3 Other Identifiers

2.3.1 ChEBI ID

2.3.2 Metabolomics Workbench ID

2.3.3 Nikkaji Number

2.3.4 Wikidata

2.4 Synonyms

2.4.1 Depositor-Supplied Synonyms

3 Chemical and Physical Properties

3.1 Computed Properties

Property Name
Molecular Weight
Property Value
488.6 g/mol
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
XLogP3-AA
Property Value
3.2
Reference
Computed by XLogP3 3.0 (PubChem release 2021.05.07)
Property Name
Hydrogen Bond Donor Count
Property Value
4
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Hydrogen Bond Acceptor Count
Property Value
8
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Rotatable Bond Count
Property Value
6
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Exact Mass
Property Value
488.24438940 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Monoisotopic Mass
Property Value
488.24438940 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Topological Polar Surface Area
Property Value
150 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Heavy Atom Count
Property Value
33
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
855
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.05.07)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
11
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2010.01.29)

3.2 Experimental Properties

3.2.1 Collision Cross Section

186.1 Ų [M-SO3-3H2O+H]+ [CCS Type: DT; Method: single field calibrated]

202.6 Ų [M-SO3-H]- [CCS Type: DT; Method: single field calibrated]

203.6 Ų [M-SO3+Cl]- [CCS Type: DT; Method: single field calibrated]

189.6 Ų [M-SO3-2H2O+H]+ [CCS Type: DT; Method: single field calibrated]

199.3 Ų [M-SO3-H2O-H]- [CCS Type: DT; Method: single field calibrated]

204.3 Ų [M-SO3-H2O+Cl]- [CCS Type: DT; Method: single field calibrated]

192.4 Ų [M-H]- [CCS Type: DT; Method: single field calibrated]

212 Ų [M-H2O-H]- [CCS Type: DT; Method: single field calibrated]

210.3 Ų [M-SO3-H2O+HCOO]- [CCS Type: DT; Method: single field calibrated]

4 Spectral Information

4.1 Mass Spectrometry

4.1.1 LC-MS

1 of 3
View All
MoNA ID
MS Category
Experimental
MS Type
LC-MS
MS Level
MS1
Instrument
JMS-T100LP, JEOL
Instrument Type
LC-ESI-TOF
Ionization
ESI
Ionization Mode
negative
Top 5 Peaks

487.23 100

509.21 44

488.24 29

61.98 23

96.95 22

Thumbnail
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License
CC BY
2 of 3
View All
MoNA ID
MS Category
Experimental
MS Type
LC-MS
MS Level
MS1
Instrument
JMS-T100LP, JEOL
Instrument Type
LC-ESI-TOF
Ionization
ESI
Ionization Mode
negative
Top 5 Peaks

96.95 100

487.23 37

509.21 29

488.24 11

510.21 7

Thumbnail
Thumbnail
License
CC BY

4.1.2 Other MS

1 of 3
View All
MS Category
Experimental
MS Type
Other
MS Level
MS2
Precursor Type
[2M+H]+
Precursor m/z
977.496
Instrument
qTof
Ionization Mode
positive
Top 5 Peaks

355.261871 100

373.272339 47.63

356.264984 27.49

374.275879 12.39

781.562317 5.31

Thumbnail
Thumbnail
2 of 3
View All
MS Category
Experimental
MS Type
Other
MS Level
MS2
Precursor Type
[M+Na]+
Precursor m/z
511.234
Instrument
qTof
Ionization Mode
positive
Top 5 Peaks

413.265472 100

431.275024 31.19

414.268280 21.54

432.280701 9.35

415.269409 4.06

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6 Literature

6.1 Consolidated References

6.2 Springer Nature References

6.3 Chemical Co-Occurrences in Literature

6.4 Chemical-Gene Co-Occurrences in Literature

6.5 Chemical-Disease Co-Occurrences in Literature

7 Patents

7.1 Depositor-Supplied Patent Identifiers

8 Biological Test Results

8.1 BioAssay Results

9 Classification

9.1 ChEBI Ontology

9.2 CCSBase Classification

9.3 MolGenie Organic Chemistry Ontology

10 Information Sources

CONTENTS