(1R,2S,3S,4S,5S,8S,9S,12R,13R)-5-hydroxy-13-(hydroxymethyl)-4,8-dimethyltetracyclo[10.2.1.01,9.03,8]pentadecane-2,4-dicarboxylic acid

Details

• Internal ID: dc359082-4fc9-424b-9f17-174e26c05b26
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > C20-gibberellins > C20-gibberellin 6-carboxylic acids
• IUPAC Name: (1R,2S,3S,4S,5S,8S,9S,12R,13R)-5-hydroxy-13-(hydroxymethyl)-4,8-dimethyltetracyclo[10.2.1.01,9.03,8]pentadecane-2,4-dicarboxylic acid
• InChI: InChI=1S/C20H30O6/c1-18-6-5-13(22)19(2,17(25)26)15(18)14(16(23)24)20-7-10(3-4-12(18)20)11(8-20)9-21/h10-15,21-22H,3-9H2,1-2H3,(H,23,24)(H,25,26)/t10-,11+,12+,13+,14-,15+,18+,19-,20-/m1/s1
• InChI Key: YZDQGRUATRTIAO-PCAOEKNSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₆
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.20423867 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9445	94.45%
Caco-2	-	0.6149	61.49%
Blood Brain Barrier	-	0.5348	53.48%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7368	73.68%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.9095	90.95%
OATP1B3 inhibitior	+	0.9502	95.02%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7299	72.99%
BSEP inhibitior	-	0.9219	92.19%
P-glycoprotein inhibitior	-	0.8303	83.03%
P-glycoprotein substrate	-	0.6953	69.53%
CYP3A4 substrate	+	0.6272	62.72%
CYP2C9 substrate	-	0.6335	63.35%
CYP2D6 substrate	-	0.8423	84.23%
CYP3A4 inhibition	-	0.8691	86.91%
CYP2C9 inhibition	-	0.8433	84.33%
CYP2C19 inhibition	-	0.9231	92.31%
CYP2D6 inhibition	-	0.9605	96.05%
CYP1A2 inhibition	-	0.8919	89.19%
CYP2C8 inhibition	-	0.7699	76.99%
CYP inhibitory promiscuity	-	0.9641	96.41%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7583	75.83%
Eye corrosion	-	0.9939	99.39%
Eye irritation	-	0.9450	94.50%
Skin irritation	-	0.5636	56.36%
Skin corrosion	-	0.9467	94.67%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6687	66.87%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5938	59.38%
skin sensitisation	-	0.9379	93.79%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6151	61.51%
Acute Oral Toxicity (c)	III	0.6051	60.51%
Estrogen receptor binding	+	0.8418	84.18%
Androgen receptor binding	+	0.6032	60.32%
Thyroid receptor binding	+	0.6254	62.54%
Glucocorticoid receptor binding	+	0.7246	72.46%
Aromatase binding	+	0.6372	63.72%
PPAR gamma	-	0.6408	64.08%
Honey bee toxicity	-	0.8967	89.67%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9725	97.25%

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	96.15%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.56%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	92.29%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.41%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.06%	93.04%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.80%	96.38%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.44%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	84.15%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.19%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.52%	93.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.97%	96.95%
CHEMBL5028	O14672	ADAM10	80.31%	97.50%

Plants that contains it

• Lupinus albus

Cross-Links

• PubChem: 101630863
• LOTUS: LTS0004610
• wikiData: Q105369155