Structure database (LMSD)

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LM IDLMPR0104010037
Common NameAsprellic acid A
Systematic Name3,27-di-O-trans-p-coumaroyl-3β,27-dihydroxy-olean-12-en-28-oic acid
Synonyms-
Exact Mass
764.4288 (neutral)    Calculate m/z:
FormulaC48H60O8
CategoryPrenol Lipids [PR]
Main ClassIsoprenoids [PR01]
Sub ClassC20 isoprenoids (diterpenes) [PR0104]
Class Level 4Acyclic diterpenoids [PR010401]
PubChem Compound ID (CID)6444290
CHEBI ID65455
InChIKeyYBOIBOWMTWFCEG-MVYRAAOISA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C48H60O8/c1-43(2)25-26-47(42(53)54)27-28-48(30-55-40(51)19-11-31-7-13-3
3(49)14-8-31)35(36(47)29-43)17-18-38-45(5)23-22-39(44(3,4)37(45)21-24-46(38,48)6
)56-41(52)20-12-32-9-15-34(50)16-10-32/h7-17,19-20,36-39,49-50H,18,21-30H2,1-6H3
,(H,53,54)/b19-11+,20-12+/t36-,37-,38+,39-,45-,46+,47-,48-/m0/s1
SMILESC1C[C@@]2(C)[C@](C([C@H]1OC(=O)/C=C/C1C=CC(O)=CC=1)(C)C)(CC[C@]1([C@]3(COC(=O)/C
=C/C4C=CC(O)=CC=4)CC[C@@]4(C(O)=O)CCC(C[C@@]4([H])C3=CC[C@]21[H])(C)C)C)[H]
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms56Rings7Aromatic Rings2Rotatable Bonds10
 van der Waals
Molecular Volume
769.28Topological Polar
Surface Area
130.36Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
8
 logP10.72Molar
Refractivity
217.12