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11-hydroxy-sugiol

CAT: 0926-NDA66408-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0926-NDA66408-01Size:1 mg
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CAS Number
88664-08-8
Smiles
CC (C) C1=C (C (=C2C (=C1) C (=O) C[C@@H]3[C@@]2 (CCCC3 (C) C) C) O) O
Molecular Formula
C20H28O3
Molecular Weight
316.43 g/mol
Controlled
Yes

Chemical Information

11-Hydroxysugiol

11-hydroxysugiol is an abietane diterpenoid that is sugiol in which the hydrogen ortho to the phenolic hydroxy group has been replaced by a hydroxy group. It has a role as an EC 3.1.1.8 (cholinesterase) inhibitor, an EC 3.1.1.7 (acetylcholinesterase) inhibitor and a plant metabolite. It is a member of catechols, a cyclic terpene ketone, an abietane diterpenoid, a carbotricyclic compound and a meroterpenoid. It is functionally related to a sugiol and a ferruginol.

CAS Number88664-08-8
PubChem CID10403490
IUPAC Name(4aS,10aS)-5,6-dihydroxy-1,1,4a-trimethyl-7-propan-2-yl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one
Molecular FormulaC20H28O3
Molecular Weight316.4
XLogP5.3
Topological Polar Surface Area57.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Heavy Atom Count23
Formal Charge0
Complexity483
SMILES
CC(C)C1=C(C(=C2C(=C1)C(=O)C[C@@H]3[C@@]2(CCCC3(C)C)C)O)O
InChI
InChI=1S/C20H28O3/c1-11(2)12-9-13-14(21)10-15-19(3,4)7-6-8-20(15,5)16(13)18(23)17(12)22/h9,11,15,22-23H,6-8,10H2,1-5H3/t15-,20-/m0/s1
InChIKey
GDLRDIDXYBIPFY-YWZLYKJASA-N
Chemical Structure
2D Structure
2D structure of 11-Hydroxysugiol
CAS: 88664-08-8
CID: 10403490
Formula: C20H28O3
MW: 316.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight316.4
XLogP35.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Exact Mass316.20384475
Monoisotopic Mass316.20384475
Topological Polar Surface Area57.5 Ų
Heavy Atom Count23
Formal Charge0
Complexity483
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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