Gibberellin A32

Details

• Internal ID: 4dac5ac0-cac5-4cf0-bb2e-dd1e5aa83efd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > C19-gibberellins > C19-gibberellin 6-carboxylic acids
• IUPAC Name: (1R,2R,4S,5S,7S,8R,9S,10R,11S,12S)-4,5,7,12-tetrahydroxy-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(C45C3CC(C(C4)(C(=C)C5O)O)O)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]3C[C@@H]([C@](C4)(C(=C)[C@H]5O)O)O)C(=O)O)OC2=O)O
• InChI: InChI=1S/C19H22O8/c1-7-13(22)17-6-18(7,26)10(21)5-8(17)19-4-3-9(20)16(2,15(25)27-19)12(19)11(17)14(23)24/h3-4,8-13,20-22,26H,1,5-6H2,2H3,(H,23,24)/t8-,9+,10+,11-,12-,13-,16-,17-,18+,19-/m1/s1
• InChI Key: AASAENAURCLYSI-VXURTKDUSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₈
• Molecular Weight: 378.40 g/mol
• Exact Mass: 378.13146766 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -1.03
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 1

Synonyms

• 32165-30-3
• GA32
• DTXSID401317096

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9000	90.00%
Caco-2	-	0.7842	78.42%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6318	63.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9012	90.12%
OATP1B3 inhibitior	+	0.9678	96.78%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9659	96.59%
P-glycoprotein inhibitior	-	0.8861	88.61%
P-glycoprotein substrate	-	0.5924	59.24%
CYP3A4 substrate	+	0.6316	63.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8604	86.04%
CYP3A4 inhibition	-	0.7877	78.77%
CYP2C9 inhibition	-	0.8750	87.50%
CYP2C19 inhibition	-	0.8548	85.48%
CYP2D6 inhibition	-	0.9315	93.15%
CYP1A2 inhibition	-	0.9195	91.95%
CYP2C8 inhibition	-	0.6289	62.89%
CYP inhibitory promiscuity	-	0.9326	93.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4556	45.56%
Eye corrosion	-	0.9809	98.09%
Eye irritation	-	0.9542	95.42%
Skin irritation	-	0.6066	60.66%
Skin corrosion	-	0.8754	87.54%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6965	69.65%
Micronuclear	+	0.5459	54.59%
Hepatotoxicity	+	0.6982	69.82%
skin sensitisation	-	0.7765	77.65%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7860	78.60%
Acute Oral Toxicity (c)	IV	0.4381	43.81%
Estrogen receptor binding	+	0.7266	72.66%
Androgen receptor binding	+	0.5651	56.51%
Thyroid receptor binding	+	0.5942	59.42%
Glucocorticoid receptor binding	+	0.6415	64.15%
Aromatase binding	+	0.6384	63.84%
PPAR gamma	-	0.5268	52.68%
Honey bee toxicity	-	0.8711	87.11%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9721	97.21%

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	95.50%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	93.80%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.91%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.62%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.96%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.40%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.47%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.16%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.99%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.56%	85.14%

Plants that contains it

• Prunus cerasus
• Prunus persica

Cross-Links

• PubChem: 10992484
• LOTUS: LTS0266721
• wikiData: Q104908321