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57-87-4 molecular structure
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(1R,2R,5S,11R,14S,15S)-14-[(2R,3E,5S)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,9-dien-5-ol

ChemBase ID: 3665
Molecular Formular: C28H44O
Molecular Mass: 396.64836
Monoisotopic Mass: 396.33921603
SMILES and InChIs

SMILES:
CC(C)[C@H](C)/C=C/[C@@H](C)[C@@H]1CC[C@H]2C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@H]3CC[C@@]12C
Canonical SMILES:
O[C@H]1CC[C@]2(C(=CC=C3[C@H]2CC[C@@]2([C@H]3CC[C@H]2[C@@H](/C=C/[C@H](C(C)C)C)C)C)C1)C
InChI:
InChI=1S/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,18-20,22,24-26,29H,11-17H2,1-6H3/b8-7+/t19-,20-,22+,24+,25+,26-,27+,28+/m1/s1
InChIKey:
DNVPQKQSNYMLRS-SOWFXMKYSA-N

Cite this record

CBID:3665 http://www.chembase.cn/molecule-3665.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(1R,2R,5S,11R,14S,15S)-14-[(2R,3E,5S)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-7,9-dien-5-ol
IUPAC Traditional name
@ergosterol
Synonyms
Ergosterol
CAS Number
57-87-4
PubChem SID
46505947
160967103
PubChem CID
46936866

DATA SOURCES

DATA SOURCES

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Data Source Data ID Price

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
Acid pKa 18.270805  H Acceptors
H Donor LogD (pH = 5.5) 6.6324067 
LogD (pH = 7.4) 6.632407  Log P 6.632407 
Molar Refractivity 127.1317 cm3 Polarizability 49.356697 Å3
Polar Surface Area 20.23 Å2 Rotatable Bonds
Lipinski's Rule of Five false 
Log P 7.39  LOG S -6.41 
Solubility (Water) 1.56e-04 g/l 

PROPERTIES

PROPERTIES

Bioassay(PubChem)

DETAILS

DETAILS

DrugBank DrugBank
DrugBank - DB04038 external link
Item Information
Drug Groups experimental
Description A steroid of interest both because its biosynthesis in FUNGI is a target of ANTIFUNGAL AGENTS, notably AZOLES, and because when it is present in SKIN of animals, ULTRAVIOLET RAYS break a bond to result in ERGOCALCIFEROL. [PubChem]

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

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