(1R,4S,5S,6R,9S,10R,13S)-6-hydroxy-5,9,13-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-5-carboxylic acid

Details

• Internal ID: 62961355-0f15-4d2b-a3ac-cf05652fa7dd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,4S,5S,6R,9S,10R,13S)-6-hydroxy-5,9,13-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-5-carboxylic acid
• InChI: InChI=1S/C20H30O3/c1-17-7-4-14-18(2)8-6-15(21)19(3,16(22)23)13(18)5-9-20(14,12-17)11-10-17/h10-11,13-15,21H,4-9,12H2,1-3H3,(H,22,23)/t13-,14+,15+,17+,18+,19-,20-/m0/s1
• InChI Key: GLSUDTSLAXSXQL-XGRAKDAMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.01
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9894	98.94%
Caco-2	+	0.7745	77.45%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6142	61.42%
OATP2B1 inhibitior	-	0.8642	86.42%
OATP1B1 inhibitior	+	0.9161	91.61%
OATP1B3 inhibitior	+	0.9244	92.44%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.5997	59.97%
P-glycoprotein inhibitior	-	0.7691	76.91%
P-glycoprotein substrate	-	0.8550	85.50%
CYP3A4 substrate	+	0.6012	60.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8446	84.46%
CYP3A4 inhibition	-	0.8837	88.37%
CYP2C9 inhibition	-	0.7106	71.06%
CYP2C19 inhibition	-	0.8195	81.95%
CYP2D6 inhibition	-	0.9667	96.67%
CYP1A2 inhibition	-	0.7080	70.80%
CYP2C8 inhibition	-	0.8423	84.23%
CYP inhibitory promiscuity	-	0.9483	94.83%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5812	58.12%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.9080	90.80%
Skin irritation	+	0.6768	67.68%
Skin corrosion	-	0.9201	92.01%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5374	53.74%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.7278	72.78%
skin sensitisation	-	0.7528	75.28%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6884	68.84%
Acute Oral Toxicity (c)	I	0.3792	37.92%
Estrogen receptor binding	+	0.8427	84.27%
Androgen receptor binding	+	0.6040	60.40%
Thyroid receptor binding	+	0.7463	74.63%
Glucocorticoid receptor binding	+	0.8145	81.45%
Aromatase binding	+	0.6926	69.26%
PPAR gamma	-	0.5660	56.60%
Honey bee toxicity	-	0.9095	90.95%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.9886	98.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.16%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	95.63%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.00%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.56%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.21%	91.19%
CHEMBL5028	O14672	ADAM10	80.99%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.66%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.54%	93.00%

Plants that contains it

• Nidorella anomala

Cross-Links

• PubChem: 162883791
• LOTUS: LTS0188940
• wikiData: Q105011263