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  3. 3-[(1R,2R,4aR,4bR,5S,6aR,7S,10aR,12aR)-2-[(2R)-1,2-dihydroxypropan-2-yl]-5,7-dihydroxy-1,4a,4b,6a,9,9-hexamethyl-3,4,5,6,7,8,10,10a,10b,12a-decahydro-2H-chrysen-1-yl]propanoic acid

SCS-C002617

3-[(1R,2R,4aR,4bR,5S,6aR,7S,10aR,12aR)-2-[(2R)-1,2-dihydroxypropan-2-yl]-5,7-dihydroxy-1,4a,4b,6a,9,9-hexamethyl-3,4,5,6,7,8,10,10a,10b,12a-decahydro-2H-chrysen-1-yl]propanoic acid

Pathway: Terpenoids Superclass: Triterpenoids Class: Oleanane triterpenoids
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Chemical Structure

Structure of 3-[(1R,2R,4aR,4bR,5S,6aR,7S,10aR,12aR)-2-[(2R)-1,2-dihydroxypropan-2-yl]-5,7-dihydroxy-1,4a,4b,6a,9,9-hexamethyl-3,4,5,6,7,8,10,10a,10b,12a-decahydro-2H-chrysen-1-yl]propanoic acid
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
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Source Information

Phomopsis sp. (fungus)
Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Diaporthales Family Diaporthaceae Genus Phomopsis Species NA
Dongzhaigang
DOI: 10.1016/j.phytochem.2007.08.010  · Phytochemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight
506.7 Da
Threshold ≤ 500
ALogP
4.39
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:
C30H50O6
Molecular Weight:
506.7240 Da
SMILES:
CC1(C)C[C@@H]2C3C=C[C@@H]4[C@@](C)(CCC(=O)O)[C@H]([C@@](C)(O)CO)CC[C@@]4(C)[C@]3(C)[C@@H](O)C[C@@]2(C)[C@@H](O)C1
InChIKey:
XGCPBEPQVXGXDP-XCAWYDJASA-N
InChI:
InChI=1S/C30H50O6/c1-25(2)14-19-18-8-9-20-26(3,12-11-24(34)35)21(29(6,36)17-31)10-13-28(20,5)30(18,7)23(33)16-27(19,4)22(32)15-25/h8-9,18-23,31-33,36H,10-17H2,1-7H3,(H,34,35)/t18?,19-,20-,21-,22+,23+,26-,27-,28-,29+,30+/m1/s1
Calculated Properties
ALogP:
4.394 lipophilicity
TPSA:
118.22 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
5
Rotatable Bonds:
5
Ring Count:
4 (0 aromatic)
Chiral Centers:
11
Fsp³:
0.9000 fraction sp³ carbon

Database Information

Compound ID:
SCS-C002617
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Triterpenoids
NPClassifier Class:
Oleanane triterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas CMNPD: CMNPD18586

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged