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Record Information
Version2.0
Created at2021-01-06 08:40:21 UTC
Updated at2021-07-15 17:42:12 UTC
NP-MRD IDNP0023608
Secondary Accession NumbersNone
Natural Product Identification
Common NameKobiin
Provided ByNPAtlasNPAtlas Logo
DescriptionKobiin belongs to the class of organic compounds known as cyclic alcohols and derivatives. These are organic compounds containing an aliphatic ring substituted with at least one hydroxyl group. Kobiin is found in Gelasinospora and Neurospora kobi. Kobiin was first documented in 1998 (PMID: 9501458). Based on a literature review very few articles have been published on Kobiin.
Structure
Data?1624572132
SynonymsNot Available
Chemical FormulaC25H40O3
Average Mass388.5920 Da
Monoisotopic Mass388.29775 Da
IUPAC Name(2R,3R,3aR,8S,16aR)-6-(hydroxymethyl)-10,16a-dimethyl-14-methylidene-3-(propan-2-yl)-1H,2H,3H,3aH,8H,9H,12H,13H,14H,15H,16H,16aH-cyclopenta[15]annulene-2,8-diol
Traditional Name(2R,3R,3aR,8S,16aR)-6-(hydroxymethyl)-3-isopropyl-10,16a-dimethyl-14-methylidene-1H,2H,3H,3aH,8H,9H,12H,13H,15H,16H-cyclopenta[15]annulene-2,8-diol
CAS Registry NumberNot Available
SMILES
CC(C)[C@H]1[C@H](O)C[C@@]2(C)CCC(=C)CC\C=C(C)/C[C@H](O)\C=C(\CO)/C=C\[C@H]12
InChI Identifier
InChI=1S/C25H40O3/c1-17(2)24-22-10-9-20(16-26)14-21(27)13-19(4)8-6-7-18(3)11-12-25(22,5)15-23(24)28/h8-10,14,17,21-24,26-28H,3,6-7,11-13,15-16H2,1-2,4-5H3/b10-9-,19-8-,20-14+/t21-,22+,23+,24+,25+/m0/s1
InChI KeyINZNBTRIPSMDBL-UCARPSNNSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
GelasinosporaNPAtlas
Neurospora kobiLOTUS Database
Species Where Detected
Species NameSourceReference
Gelasinospora kobiKNApSAcK Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cyclic alcohols and derivatives. These are organic compounds containing an aliphatic ring substituted with at least one hydroxyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct ParentCyclic alcohols and derivatives
Alternative Parents
Substituents
  • Cyclic alcohol
  • Secondary alcohol
  • Hydrocarbon derivative
  • Primary alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.58ALOGPS
logP4.06ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)14.63ChemAxon
pKa (Strongest Basic)-0.66ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area60.69 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity120.21 m³·mol⁻¹ChemAxon
Polarizability45.92 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
NPAtlas IDNPA013948
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00033094
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound139586972
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Fujimoto H, Satoh Y, Yamazaki M: Four new immunosuppressive components, kobiin and kobifuranones A, B, and C, from an ascomycete, Gelasinospora kobi. Chem Pharm Bull (Tokyo). 1998 Feb;46(2):211-6. doi: 10.1248/cpb.46.211. [PubMed:9501458 ]