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Dihydrophaseic acid

PubChem CID: 11988272

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Compound Synonyms dihydrophaseic acid, 41756-77-8, (-)-Dihydrophaseic acid, (2Z,4E)-5-[(1R,3S,5R,8S)-3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]oct-8-yl]-3-methylpenta-2,4-dienoic acid, (2Z,4E)-5-[(1R,3S,5R,8S)-3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoic acid, Dihydrophaseicacid, isomer of dihydrophaseic acid, SCHEMBL9990748, CHEMBL3594246, CHEBI:23757, DTXSID301315742, AKOS040760049, LMPR0103050005, HY-116831, 4 inverted exclamation marka-Dihydrophaseic acid, Q27109812, 5-(3,8-Dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]oct-8-yl)-3-methyl-2,4-pentadienoic acid, 9CI
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 87.0
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule True
Scaffold Graph Level C1CC2CCC(C1)C2
Np Classifier Class Apocarotenoids(ε-)
Deep Smiles OC=O)/C=CC=C[C@]O)[C@@]C)CO[C@]5C)C[C@H]C7)O))))))))))/C
Heavy Atom Count 20.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level C1CC2COC(C1)C2
Classyfire Subclass Sesquiterpenoids
Isotope Atom Count 0.0
Molecular Complexity 483.0
Database Name cmaup_ingredients;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 4.0
Uniprot Id n.a.
Iupac Name (2Z,4E)-5-[(1R,3S,5R,8S)-3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoic acid
Prediction Hob 1.0
Class Prenol lipids
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 0.9
Superclass Lipids and lipid-like molecules
Subclass Sesquiterpenoids
Gsk 4 400 Rule True
Molecular Formula C15H22O5
Scaffold Graph Node Bond Level C1CC2COC(C1)C2
Prediction Swissadme 1.0
Inchi Key XIVFQYWMMJWUCD-VSTJRZLJSA-N
Silicos It Class Poorly soluble
Fcsp3 0.6666666666666666
Logs -1.844
Rotatable Bond Count 3.0
Logd 0.313
Synonyms (-)-Dihydrophaseic acid, (-)-Dihydrophaseate, Dihydrophaseate, 4'-Dihydrophaseic acid, 4’-dihydrophaseic acid, DPA, cis,trans-4-Dihydrophaseic acid, Dihydrophaseic acid, 4'-dihydrophaseic-acid, dihydrophaseic acid, epidihydrophaseic acid
Esol Class Poorly soluble
Functional Groups CC(=C/C(=O)O)/C=C/C, CO, COC
Compound Name Dihydrophaseic acid
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 282.147
Formal Charge 0.0
Monoisotopic Mass 282.147
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 282.33
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 2.0
Molecular Framework Aliphatic heteropolycyclic compounds
Lipinski Rule Of 5 True
Esol -1.9531831999999993
Inchi InChI=1S/C15H22O5/c1-10(6-12(17)18)4-5-15(19)13(2)7-11(16)8-14(15,3)20-9-13/h4-6,11,16,19H,7-9H2,1-3H3,(H,17,18)/b5-4+,10-6-/t11-,13+,14+,15-/m0/s1
Smiles C/C(=C/C(=O)O)/C=C/[C@@]1([C@@]2(C[C@@H](C[C@]1(OC2)C)O)C)O
Nring 2.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 2.0
Egan Rule True
Taxonomy Direct Parent Abscisic acids and derivatives
Np Classifier Superclass Apocarotenoids

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  • 9. Outgoing r'ship FOUND_IN to/from Theobroma Cacao (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/21821944
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  • 11. Outgoing r'ship FOUND_IN to/from Xanthium Cavanillesii (Plant) Rel Props:Reference:
  • 12. Outgoing r'ship FOUND_IN to/from Xanthium Chasei (Plant) Rel Props:Reference:
  • 13. Outgoing r'ship FOUND_IN to/from Xanthium Indicum (Plant) Rel Props:Reference:
  • 14. Outgoing r'ship FOUND_IN to/from Xanthium Orientale (Plant) Rel Props:Reference:
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  • 16. Outgoing r'ship FOUND_IN to/from Xanthium Pungens (Plant) Rel Props:Reference:
  • 17. Outgoing r'ship FOUND_IN to/from Xanthium Riparium (Plant) Rel Props:Reference:
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