Gibberellin A7

Details

• Internal ID: c6b85789-7b1b-4da4-9613-f538f4df56e5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > C19-gibberellins > C19-gibberellin 6-carboxylic acids
• IUPAC Name: (1R,2R,5R,8R,9S,10R,11S,12S)-12-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadec-13-ene-9-carboxylic acid
• SMILES (Canonical): CC12C(C=CC3(C1C(C45C3CCC(C4)C(=C)C5)C(=O)O)OC2=O)O
• SMILES (Isomeric): C[C@@]12[C@H](C=C[C@@]3([C@@H]1[C@@H]([C@]45[C@H]3CC[C@H](C4)C(=C)C5)C(=O)O)OC2=O)O
• InChI: InChI=1S/C19H22O5/c1-9-7-18-8-10(9)3-4-11(18)19-6-5-12(20)17(2,16(23)24-19)14(19)13(18)15(21)22/h5-6,10-14,20H,1,3-4,7-8H2,2H3,(H,21,22)/t10-,11-,12+,13-,14-,17-,18+,19-/m1/s1
• InChI Key: SEEGHKWOBVVBTQ-NFMPGMCNSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₅
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.14672380 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.91
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 510-75-8
• O302R26800
• Gibb-3-ene-1,10-dicarboxylic acid,2,4a-dihydroxy-1-methyl-8-methylene-, 1,4a-lactone,(1a,2b,4aa,4bb,10b)-
• UNII-O302R26800
• EINECS 208-117-0
• GA7
• SCHEMBL383019
• CHEBI:32903
• DTXSID60896860
• s9333
• NCGC00380795-01
• Gibb-3-ene-1,10-dicarboxylic acid, 2,4a-dihydroxy-1-methyl-8-methylene-, 1,4a-lactone, (1.alpha.,2.beta.,4a.alpha.,4b.beta.,10.beta.)-
• Gibb-3-ene-1,10-dicarboxylic acid, 2,4a-dihydroxy-1-methyl-8-methylene-, 1,4a-lactone, (1alpha,2beta,4aalpha,4bbeta,10beta)-
• HY-125572
• CS-0092358
• Q27104244
• (1alpha,2beta,4aalpha,4bbeta,10beta)-2,4a-dihydroxy-1-methyl-8-methylenegibb-3-ene-1,10-dicarboxylic acid 1,4a-lactone
• (1R,2R,5R,8R,9S,10R,11S,12S)-12-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1(5,8).0(1,10).0(2,8)]heptadec-13-ene-9-carboxylic acid
• (1S,2S,4aR,4bR,7R,9aR,10S,10aR)-2-hydroxy-1-methyl-8-methylidene-13-oxo-1,2,4b,5,6,7,8,9,10,10a-decahydro-4a,1-(epoxymethano)-7,9a-methanobenzo[a]azulene-10-carboxylic acid
• 2beta-hydroxy-1beta-methyl-8-methylidene-13-oxo-4a,1alpha-epoxymethano-4aalpha,4bbeta-gibb-3-ene-10beta-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9641	96.41%
Caco-2	-	0.5487	54.87%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7549	75.49%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.9138	91.38%
OATP1B3 inhibitior	+	0.9506	95.06%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6271	62.71%
BSEP inhibitior	-	0.9733	97.33%
P-glycoprotein inhibitior	-	0.9010	90.10%
P-glycoprotein substrate	-	0.6993	69.93%
CYP3A4 substrate	+	0.6234	62.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8480	84.80%
CYP3A4 inhibition	-	0.8180	81.80%
CYP2C9 inhibition	-	0.8532	85.32%
CYP2C19 inhibition	-	0.8745	87.45%
CYP2D6 inhibition	-	0.9398	93.98%
CYP1A2 inhibition	-	0.7003	70.03%
CYP2C8 inhibition	-	0.5825	58.25%
CYP inhibitory promiscuity	-	0.8486	84.86%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9743	97.43%
Carcinogenicity (trinary)	Non-required	0.4329	43.29%
Eye corrosion	-	0.9644	96.44%
Eye irritation	-	0.9569	95.69%
Skin irritation	-	0.5682	56.82%
Skin corrosion	-	0.9031	90.31%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7538	75.38%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.6107	61.07%
skin sensitisation	-	0.7422	74.22%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.7760	77.60%
Acute Oral Toxicity (c)	IV	0.4123	41.23%
Estrogen receptor binding	+	0.8011	80.11%
Androgen receptor binding	-	0.5613	56.13%
Thyroid receptor binding	+	0.5925	59.25%
Glucocorticoid receptor binding	+	0.7126	71.26%
Aromatase binding	+	0.5923	59.23%
PPAR gamma	-	0.5395	53.95%
Honey bee toxicity	-	0.9423	94.23%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9939	99.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.92%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	92.51%	90.17%
CHEMBL2581	P07339	Cathepsin D	91.74%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.49%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.95%	95.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.45%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.73%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	80.90%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.44%	93.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.22%	89.00%

Plants that contains it

• Ornithogalum thyrsoides
• Picea abies
• Pinus attenuata
• Pseudotsuga menziesii
• Sicyos edulis
• Triticum aestivum

Cross-Links

• PubChem: 92782
• LOTUS: LTS0103649
• wikiData: Q27104244