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Gibberellin A14

CAT: 0572-TRC-G377490-100MGSize: 100 mgDry Ice: NoHazardous: No
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CAT#:0572-TRC-G377490-100MGSize:100 mg
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CAS Number
429678-85-3
Synonyms
(1α,2α,4aα,4bβ,10β)-2-Hydroxy-1-methyl-8-methylene-gibbane-1,10-dicarboxylic Acid;
Hazard Statement
No Data Available
Smiles
O[C@@H]1CC[C@H]2([H])C([C@H](C(O)=O)[C@]3(CC4=C)[C@@]2([H])CC[C@@H]4C3)[C@@H]1(C(O)=O)C
Molecular Formula
C19H26O5
Molecular Weight
334.41
InChI
InChI=1S/C19H26O5/c1-9-7-19-8-10(9)3-5-12(19)11-4-6-13(20)18(2,17(23)24)14(11)15(19)16(21)22/h10-15,20H,1,3-8H2,2H3,(H,21,22)(H,23,24)/t10-,11+,12+,13-,14?,15-,18-,19+/m1/s1
Additionnal Information
IUPAC name: (1S,2R,4aS,4bS,7R,9aR,10S)-2-hydroxy-1-methyl-8-methylenedodecahydro-1H-7,9a-methanobenzo[a]azulene-1,10-dicarboxylic acid
Shipping Conditions
Room Temperature

Chemical Information

(1alpha,2beta,4aalpha,4bbeta,10beta)-2-Hydroxy-1,4a-dimethyl-8-methylenegibbane-1,10-dicarboxylic acid

Gibberellin A14 is a C20-gibberellin, initially identified in Gibberella fujikuroi. It differs from gibberellin A12 in the presence of a beta-OH at C-2 (gibbane numbering). It is a C20-gibberellin, a dicarboxylic acid and a gibberellin monocarboxylic acid. It is a conjugate acid of a gibberellin A14(2-).

CAS Number429678-85-3
PubChem CID443451
IUPAC Name(1R,2S,3S,4S,5S,8S,9S,12R)-5-hydroxy-4,8-dimethyl-13-methylidenetetracyclo[10.2.1.01,9.03,8]pentadecane-2,4-dicarboxylic acid
Molecular FormulaC20H28O5
Molecular Weight348.4
XLogP3.1
Topological Polar Surface Area94.8
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Heavy Atom Count25
Formal Charge0
Complexity671
SMILES
C[C@@]12CC[C@@H]([C@@]([C@H]1[C@@H]([C@]34[C@H]2CC[C@H](C3)C(=C)C4)C(=O)O)(C)C(=O)O)O
InChI
InChI=1S/C20H28O5/c1-10-8-20-9-11(10)4-5-12(20)18(2)7-6-13(21)19(3,17(24)25)15(18)14(20)16(22)23/h11-15,21H,1,4-9H2,2-3H3,(H,22,23)(H,24,25)/t11-,12+,13+,14-,15+,18+,19-,20+/m1/s1
InChIKey
NJEWNTGSXKRWKA-MJPABCAUSA-N
Chemical Structure
2D Structure
2D structure of (1alpha,2beta,4aalpha,4bbeta,10beta)-2-Hydroxy-1,4a-dimethyl-8-methylenegibbane-1,10-dicarboxylic acid
CAS: 429678-85-3
CID: 443451
Formula: C20H28O5
MW: 348.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight348.4
XLogP33.1
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Exact Mass348.19367399
Monoisotopic Mass348.19367399
Topological Polar Surface Area94.8 Ų
Heavy Atom Count25
Formal Charge0
Complexity671
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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