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

Details

• Internal ID: 4d38a850-c5be-4e2d-acda-89d25040d40e
• 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)-5,13-dihydroxy-4,8,13-trimethyltetracyclo[10.2.1.01,9.03,8]pentadecane-2,4-dicarboxylic acid
• InChI: InChI=1S/C20H30O6/c1-17-7-6-12(21)19(3,16(24)25)14(17)13(15(22)23)20-8-10(4-5-11(17)20)18(2,26)9-20/h10-14,21,26H,4-9H2,1-3H3,(H,22,23)(H,24,25)/t10-,11+,12+,13-,14+,17+,18-,19-,20-/m1/s1
• InChI Key: RQSMCCOZKPTKGL-RXMPKEIUSA-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: 2.10
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9554	95.54%
Caco-2	+	0.5208	52.08%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6829	68.29%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.9225	92.25%
OATP1B3 inhibitior	+	0.9135	91.35%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8321	83.21%
BSEP inhibitior	-	0.8783	87.83%
P-glycoprotein inhibitior	-	0.8512	85.12%
P-glycoprotein substrate	-	0.7234	72.34%
CYP3A4 substrate	+	0.6467	64.67%
CYP2C9 substrate	-	0.8169	81.69%
CYP2D6 substrate	-	0.8476	84.76%
CYP3A4 inhibition	-	0.8558	85.58%
CYP2C9 inhibition	-	0.8140	81.40%
CYP2C19 inhibition	-	0.9137	91.37%
CYP2D6 inhibition	-	0.9712	97.12%
CYP1A2 inhibition	-	0.7681	76.81%
CYP2C8 inhibition	-	0.7646	76.46%
CYP inhibitory promiscuity	-	0.9858	98.58%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6934	69.34%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9070	90.70%
Skin irritation	+	0.6590	65.90%
Skin corrosion	-	0.8890	88.90%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6571	65.71%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6933	69.33%
skin sensitisation	-	0.8612	86.12%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6992	69.92%
Acute Oral Toxicity (c)	II	0.3546	35.46%
Estrogen receptor binding	+	0.8488	84.88%
Androgen receptor binding	+	0.5754	57.54%
Thyroid receptor binding	+	0.6041	60.41%
Glucocorticoid receptor binding	+	0.7625	76.25%
Aromatase binding	+	0.5999	59.99%
PPAR gamma	-	0.6448	64.48%
Honey bee toxicity	-	0.9012	90.12%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9853	98.53%

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	96.19%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.11%	96.38%
CHEMBL221	P23219	Cyclooxygenase-1	91.34%	90.17%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	87.40%	87.16%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.74%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	84.29%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.49%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.06%	93.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.67%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101603114
• LOTUS: LTS0272337
• wikiData: Q105243549