Cholesterol 7alpha-hydroperoxide

C27H46O3 — CID 114774

IUPAC(3S,7S,8S,9S,10R,13R,14S,17R)-7-hydroperoxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
SMILESC[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2[C@@H](C=C4[C@@]3(CC[C@@H](C4)O)C)OO)C
InChIInChI=1S/C27H46O3/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)30-29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,24-,25+,26+,27-/m1/s1
InChIKeyKJIGLXGIVLBXCF-RVOWOUOISA-N
MW418.70 g/mol
LogP7.50
Rot. Bonds6

About Cholesterol 7alpha-hydroperoxide

Cholesterol 7alpha-hydroperoxide (PubChem CID 114774) has the molecular formula C27H46O3 and a molecular weight of 418.70 g/mol. Its IUPAC name is (3S,7S,8S,9S,10R,13R,14S,17R)-7-hydroperoxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol.

Molecular Properties

Compound NameCholesterol 7alpha-hydroperoxide
PubChem CID114774
Molecular FormulaC27H46O3
Molecular Weight418.70 g/mol
Exact Mass418.34
IUPAC Name(3S,7S,8S,9S,10R,13R,14S,17R)-7-hydroperoxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
SMILESC[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2[C@@H](C=C4[C@@]3(CC[C@@H](C4)O)C)OO)C
InChIInChI=1S/C27H46O3/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)30-29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,24-,25+,26+,27-/m1/s1
InChIKeyKJIGLXGIVLBXCF-RVOWOUOISA-N
XLogP7.50
TPSA49.70 Ų
H-Bond Donors2
H-Bond Acceptors3
Rotatable Bonds6
Heavy Atoms30
Complexity642

Lipinski Rule of Five

1 violation

RuleValue
MW ≤ 500418.70
LogP ≤ 57.50
H-Bond Donors ≤ 52
H-Bond Acceptors ≤ 103

Computed Properties (RDKit)

Structural Alerts{'alert_name': 'isolated_alkene', 'substructure': 'N/A'}, {'alert_name': 'Oxygen-nitrogen_single_bond', 'substructure': 'N/A'}, {'alert_name': 'peroxide', 'substructure': 'N/A'}

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Related Compounds

Cholesterol
CID 5997
Ergosterol
CID 444679
Stigmasterol
CID 5280794
Pregnenolone
CID 8955
(-)-beta-Sitosterol
CID 222284
25-Hydroxyvitamin D3
CID 5283731
Androstenediol
CID 10634
Methandriol
CID 229021
Lanosterol
CID 246983
4-Androstenediol
CID 136297
25-Hydroxycholesterol
CID 65094
7-Dehydrocholesterol
CID 439423

Frequently Asked Questions

What is the IUPAC name of Cholesterol 7alpha-hydroperoxide?
The IUPAC name of Cholesterol 7alpha-hydroperoxide (CID 114774) is (3S,7S,8S,9S,10R,13R,14S,17R)-7-hydroperoxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol.
What is the SMILES notation for Cholesterol 7alpha-hydroperoxide?
The canonical SMILES for Cholesterol 7alpha-hydroperoxide is C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2[C@@H](C=C4[C@@]3(CC[C@@H](C4)O)C)OO)C.
What is the InChIKey of Cholesterol 7alpha-hydroperoxide?
The InChIKey is KJIGLXGIVLBXCF-RVOWOUOISA-N. The full InChI is InChI=1S/C27H46O3/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)30-29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,24-,25+,26+,27-/m1/s1.
What are the key properties of Cholesterol 7alpha-hydroperoxide?
Cholesterol 7alpha-hydroperoxide has a molecular weight of 418.70 g/mol, XLogP of 7.50, 6 rotatable bonds, 2 hydrogen bond donors, and 3 hydrogen bond acceptors.
Where does this data come from?
All data for Cholesterol 7alpha-hydroperoxide is sourced from PubChem (CID 114774), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).