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Hypoloside C

PubChem CID: 6440016

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Compound Synonyms Hypoloside C, 125761-28-6, CCRIS 3538, HYPOLOSIDEC, [(2R,3S,4S,5R,6S)-5-acetyloxy-4-hydroxy-2-(hydroxymethyl)-6-(7-hydroxy-2,2,5,7-tetramethyl-1-oxospiro[3,7a-dihydroindene-6,1'-cyclopropane]-3a-yl)oxyoxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate, 2-Propenoic acid, 3-(4-hydroxyphenyl)-, 4''-ester with 7'a-((2-O-acetyl-beta-D-glucopyranosyl)oxy)-1',3'a,4',7'a-tetrahydro-4'-hydroxy-2',2',4',6'-tetramethylspiro(cyclopropane-1,5'-(5H)inden)-3'(2'H)-one, (3'aR-(3'a-alpha,4'-alpha,7'a-alpha(E)))-, ((2R,3S,4S,5R,6S)-5-acetyloxy-4-hydroxy-2-(hydroxymethyl)-6-(7-hydroxy-2,2,5,7-tetramethyl-1-oxospiro(3,7a-dihydroindene-6,1'-cyclopropane)-3a-yl)oxyoxan-3-yl) (E)-3-(4-hydroxyphenyl)prop-2-enoate, (2R,3S,4S,5R,6S)-6-((3'AR,4'r,7'as)-4'-hydroxy-2',2',4',6'-tetramethyl-1',2',3',3'a,4',7'a-hexahydrospiro(cyclopropane-1,5'-indene)-3'-oneoxy)-5-(acetyloxy)-4-hydroxy-2-(hydroxymethyl)oxan-3-yl (2E)-3-(4-hydroxyphenyl)prop-2-enoic acid, (2R,3S,4S,5R,6S)-6-[(3'AR,4'r,7'as)-4'-hydroxy-2',2',4',6'-tetramethyl-1',2',3',3'a,4',7'a-hexahydrospiro[cyclopropane-1,5'-indene]-3'-oneoxy]-5-(acetyloxy)-4-hydroxy-2-(hydroxymethyl)oxan-3-yl (2E)-3-(4-hydroxyphenyl)prop-2-enoic acid, DTXSID201030551
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 169.0
Hydrogen Bond Donor Count 4.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CCC1CCCCC1)CC1CCC(CC23CCC(C)C2CC2(CC2)CC3)CC1
Np Classifier Class Illudane sesquiterpenoids
Deep Smiles OC[C@H]O[C@@H]OCC=CC)CCC6C=O)CC9)C)C))))C)O))CC3)))))))[C@@H][C@H][C@@H]6OC=O)/C=C/cccccc6))O))))))))))O))OC=O)C
Heavy Atom Count 43.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC(CCC1CCCCC1)OC1CCC(OC23CCC(O)C2CC2(CC2)CC3)OC1
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 1180.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 5.0
Iupac Name [(2R,3S,4S,5R,6S)-5-acetyloxy-4-hydroxy-2-(hydroxymethyl)-6-(7-hydroxy-2,2,5,7-tetramethyl-1-oxospiro[3,7a-dihydroindene-6,1'-cyclopropane]-3a-yl)oxyoxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 1.4
Gsk 4 400 Rule False
Molecular Formula C32H40O11
Scaffold Graph Node Bond Level O=C(C=Cc1ccccc1)OC1CCC(OC23C=CC4(CC4)CC2C(=O)CC3)OC1
Prediction Swissadme 0.0
Inchi Key DVWGIWHUFAGTJO-YBOHLSKRSA-N
Silicos It Class Soluble
Fcsp3 0.59375
Logs -3.979
Rotatable Bond Count 9.0
Logd 2.384
Synonyms hypoloside c
Esol Class Soluble
Functional Groups CC(=O)OC, CC(C)=O, CC=C(C)C, CO, CO[C@@H](C)OC, c/C=C/C(=O)OC, cO
Compound Name Hypoloside C
Prediction Hob Swissadme 0.0
Exact Mass 600.257
Formal Charge 0.0
Monoisotopic Mass 600.257
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 600.7
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 8.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 False
Esol -3.9364540139534894
Inchi InChI=1S/C32H40O11/c1-17-14-32(16-29(3,4)27(38)26(32)30(5,39)31(17)12-13-31)43-28-25(40-18(2)34)23(37)24(21(15-33)41-28)42-22(36)11-8-19-6-9-20(35)10-7-19/h6-11,14,21,23-26,28,33,35,37,39H,12-13,15-16H2,1-5H3/b11-8+/t21-,23+,24-,25-,26?,28+,30?,32?/m1/s1
Smiles CC1=CC2(CC(C(=O)C2C(C13CC3)(C)O)(C)C)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)OC(=O)/C=C/C5=CC=C(C=C5)O)O)OC(=O)C
Nring 5.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 1.0
Egan Rule False
Np Classifier Superclass Sesquiterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Hypolepis Punctata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Mosla Punctata (Plant) Rel Props:Reference:
  • 3. Outgoing r'ship FOUND_IN to/from Pedicularis Punctata (Plant) Rel Props:Reference:
  • 4. Outgoing r'ship FOUND_IN to/from Swertia Punctata (Plant) Rel Props:Reference:
  • 5. Outgoing r'ship FOUND_IN to/from Vepris Punctata (Plant) Rel Props:Reference: