Gibberellin A88

Details

• Internal ID: 7f9b55d9-1e11-4bf0-8f7b-c44e2859cbf6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1S,5R,8S,9S,10R,11S,12S)-12-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadec-2-ene-9-carboxylic acid
• 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/h4,10,12-14,20H,1,3,5-8H2,2H3,(H,21,22)/t10-,12+,13-,14-,17-,18+,19-/m1/s1
• InChI Key: BSBICXIQCTXPMN-OOULSYMHSA-N
• Popularity: 6 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: 0.90
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• GA88
• DTXSID401111202
• 146959-87-7
• Gibb-4b-ene-1,10-dicarboxylic acid, 2,4a-dihydroxy-1-methyl-8-methylene-, 1,4a-lactone, (1alpha,2beta,4aalpha,10beta)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9864	98.64%
Caco-2	-	0.5360	53.60%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7893	78.93%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.8976	89.76%
OATP1B3 inhibitior	+	0.9306	93.06%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6092	60.92%
BSEP inhibitior	-	0.9406	94.06%
P-glycoprotein inhibitior	-	0.9005	90.05%
P-glycoprotein substrate	-	0.7092	70.92%
CYP3A4 substrate	+	0.6824	68.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8456	84.56%
CYP3A4 inhibition	-	0.8014	80.14%
CYP2C9 inhibition	-	0.8777	87.77%
CYP2C19 inhibition	-	0.8838	88.38%
CYP2D6 inhibition	-	0.9437	94.37%
CYP1A2 inhibition	-	0.7188	71.88%
CYP2C8 inhibition	-	0.6352	63.52%
CYP inhibitory promiscuity	-	0.9560	95.60%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4489	44.89%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.9160	91.60%
Skin irritation	+	0.5272	52.72%
Skin corrosion	-	0.8793	87.93%
Ames mutagenesis	-	0.7754	77.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7890	78.90%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5977	59.77%
skin sensitisation	-	0.7979	79.79%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.7714	77.14%
Acute Oral Toxicity (c)	IV	0.4715	47.15%
Estrogen receptor binding	+	0.8068	80.68%
Androgen receptor binding	+	0.6588	65.88%
Thyroid receptor binding	+	0.5576	55.76%
Glucocorticoid receptor binding	+	0.7255	72.55%
Aromatase binding	+	0.5939	59.39%
PPAR gamma	-	0.5533	55.33%
Honey bee toxicity	-	0.8149	81.49%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5450	54.50%
Fish aquatic toxicity	+	0.9930	99.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.59%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.92%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.34%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.15%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	85.38%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.07%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	84.04%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.30%	99.23%
CHEMBL2581	P07339	Cathepsin D	83.23%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.09%	93.04%
CHEMBL5028	O14672	ADAM10	80.79%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.53%	89.00%

Plants that contains it

• Lygodium circinatum

Cross-Links

• PubChem: 11034886
• LOTUS: LTS0274276
• wikiData: Q104945148