Structure Database (LMSD)

Common Name
Pharaonoid B
Systematic Name
11β-hydroxy-19-Nor-1,10:9,10-disecoergosta-3-ene-6-1-oxa-1-one
Synonyms
LM ID
LMST03010078
Formula
C27H44O3
Exact Mass
Calculate m/z
416.329045
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D2 and derivatives [ST0301]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Sepia pharaonis (#158019)
Cephalopoda (#6605)
Newly described antioxidant disecolactonic ergosteroids from marine cuttlefish Sepia pharaonis: Pharaonoids A-B as prospective carbohydrate digestive enzymes inhibitors.,
Steroids, 2022
Pubmed ID: 35245531

String Representations

InChiKey (Click to copy)
OPBVUSVOLHTXQR-YJVRRAAHSA-N
InChi (Click to copy)
InChI=1S/C27H44O3/c1-17(2)18(3)10-11-19(4)23-12-13-24-21(14-22(28)16-27(23,24)6)15-25-20(5)8-7-9-26(29)30-25/h7-8,10-11,17-25,28H,9,12-16H2,1-6H3/b11-10+/t18-,19+,20+,21-,22-,23+,24-,25+,27+/m0/s1
SMILES (Click to copy)
[C@]1([H])(OC(=O)CC=C[C@H]1C)C[C@@]1([H])[C@]2([H])CC[C@@]([H])([C@@]2(C)C[C@@H](O)C1)[C@H](C)/C=C/[C@H](C)C(C)C

Other Databases

PubChem CID
171120981

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 3
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 457.03
Topological Polar Surface Area 48.60
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 6.74
Molar Refractivity 123.80

Admin

Created at
7th Mar 2022
Updated at
7th Mar 2022