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COCONUT Compound

secoorthosiphol B

CNP0280052.1 · C30H38O10 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Namesecoorthosiphol B
IUPAC Name2-[(1~{S},2~{R},4~{R},4~{a}~{R},6~{R},8~{R},8~{a}~{S})-4-acetoxy-8-benzoyloxy-4~{a}-hydroxy-2-(2-methoxy-1,1-dimethyl-2-oxo-ethyl)-1,6-dimethyl-5-oxo-6-vinyl-decalin-1-yl]acetic acid
COCONUT IDCNP0280052.1
InChIKeyZNOSNEAHXFOXRY-KKKLMDDUSA-N
InChIInChI=1S/C30H38O10/c1-8-28(5)15-19(40-24(34)18-12-10-9-11-13-18)23-29(6,16-22(32)33)20(27(3,4)26(36)38-7)14-21(39-17(2)31)30(23,37)25(28)35/h8-13,19-21,23,37H,1,14-16H2,2-7H3,(H,32,33)/t19-,20+,21-,23-,28+,29+,30+/m1/s1
SMILESC=C[C@@]1(C)C[C@@H](OC(=O)C2=CC=CC=C2)[C@@H]2[C@@](C)(CC(=O)O)[C@H](C(C)(C)C(=O)OC)C[C@@H](OC(C)=O)[C@@]2(O)C1=O

Properties

Molecular FormulaC30H38O10
Molecular Weight558.62
Exact Mass558.24650
Log P (ALogP)3.36
TPSA153.50
H-Bond Donors / Acceptors2 / 9
Rotatable Bonds8
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.28
NP-likeness2.18

Classification

NP PathwayTerpenoids
NP SuperclassDiterpenoids
NP ClassPimarane and Isopimarane diterpenoids
Chemical SuperclassOrganic acids and derivatives
Chemical ClassCarboxylic acids and derivatives
Chemical SubclassTetracarboxylic acids and derivatives

Reported in GR-MAPs Plants

Oryza sativa as “Oryza sativa” in COCONUT

References (4)

  1. 10.1021/NP020455X
  2. 10.1021/NP030471+
  3. 10.1021/np020455x
  4. 10.1248/BPB.26.468

Data from COCONUT (COlleCtion of Open Natural prodUcTs), released under CC0. Chandrasekhar V. et al. COCONUT 2.0: a comprehensive overhaul and curation of the collection of open natural products database. Nucleic Acids Research (2024), doi:10.1093/nar/gkae1063. COCONUT release 2026-10.