Structure Database (LMSD)

Common Name
Pharaonoid A
Systematic Name
11β-acteoxy-7α-hydroxy-19-Nor-1,10:9,10-disecoergosta-3-ene-6-1-oxa-1-one
Synonyms
LM ID
LMST03010077
Formula
C29H46O5
Exact Mass
Calculate m/z
474.334525
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)
IWVFQZFIECYGSC-XYUFQSBNSA-N
InChi (Click to copy)
InChI=1S/C29H46O5/c1-17(2)18(3)11-12-19(4)24-13-14-25-23(15-22(33-21(6)30)16-29(24,25)7)27(32)28-20(5)9-8-10-26(31)34-28/h8-9,11-12,17-20,22-25,27-28,32H,10,13-16H2,1-7H3/b12-11+/t18-,19+,20+,22-,23+,24+,25-,27-,28-,29+/m0/s1
SMILES (Click to copy)
[C@]1([H])(OC(=O)CC=C[C@H]1C)[C@@H](O)[C@@]1([H])[C@]2([H])CC[C@@]([H])([C@@]2(C)C[C@@H](OC(C)=O)C1)[C@H](C)/C=C/[C@H](C)C(C)C

Other Databases

PubChem CID
171120980

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 3
Aromatic Rings
Rotatable Bonds 8
Van der Waals Molecular Volume 506.57
Topological Polar Surface Area 74.90
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 5
logP 6.57
Molar Refractivity 135.25

Admin

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