(1S,4S,5R,9S,10R,12R,13R,14S)-5-(hydroxymethyl)-9,13-dimethylpentacyclo[11.2.1.01,10.04,9.012,14]hexadecane-5-carboxylic acid

Details

• Internal ID: 004b5bf8-33c8-41f9-8fc5-0fee5ce5b2c6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1S,4S,5R,9S,10R,12R,13R,14S)-5-(hydroxymethyl)-9,13-dimethylpentacyclo[11.2.1.01,10.04,9.012,14]hexadecane-5-carboxylic acid
• InChI: InChI=1S/C20H30O3/c1-17-5-3-6-20(11-21,16(22)23)14(17)4-7-19-9-13-12(8-15(17)19)18(13,2)10-19/h12-15,21H,3-11H2,1-2H3,(H,22,23)/t12-,13+,14+,15+,17-,18-,19+,20+/m1/s1
• InChI Key: NWLSIIIDKQFVSB-XUKSYQPQSA-N
• Popularity: 2 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: 4.40
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9743	97.43%
Caco-2	+	0.7012	70.12%
Blood Brain Barrier	+	0.6572	65.72%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4890	48.90%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8970	89.70%
OATP1B3 inhibitior	+	0.9168	91.68%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6983	69.83%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.7970	79.70%
P-glycoprotein substrate	-	0.8148	81.48%
CYP3A4 substrate	+	0.6179	61.79%
CYP2C9 substrate	-	0.6092	60.92%
CYP2D6 substrate	-	0.8580	85.80%
CYP3A4 inhibition	-	0.9387	93.87%
CYP2C9 inhibition	-	0.5150	51.50%
CYP2C19 inhibition	-	0.7654	76.54%
CYP2D6 inhibition	-	0.9079	90.79%
CYP1A2 inhibition	-	0.6701	67.01%
CYP2C8 inhibition	-	0.6991	69.91%
CYP inhibitory promiscuity	-	0.8226	82.26%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6764	67.64%
Eye corrosion	-	0.9710	97.10%
Eye irritation	-	0.8372	83.72%
Skin irritation	-	0.8325	83.25%
Skin corrosion	-	0.9725	97.25%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6642	66.42%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7550	75.50%
skin sensitisation	-	0.7991	79.91%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7344	73.44%
Acute Oral Toxicity (c)	III	0.6108	61.08%
Estrogen receptor binding	+	0.8089	80.89%
Androgen receptor binding	+	0.6360	63.60%
Thyroid receptor binding	+	0.6960	69.60%
Glucocorticoid receptor binding	+	0.7946	79.46%
Aromatase binding	+	0.7423	74.23%
PPAR gamma	-	0.5795	57.95%
Honey bee toxicity	-	0.9186	91.86%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9879	98.79%

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	95.31%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.08%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.08%	97.25%
CHEMBL237	P41145	Kappa opioid receptor	89.74%	98.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.70%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.98%	95.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.08%	96.38%
CHEMBL221	P23219	Cyclooxygenase-1	84.76%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	84.31%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.46%	96.95%
CHEMBL299	P17252	Protein kinase C alpha	83.41%	98.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.60%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.78%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.17%	100.00%

Plants that contains it

• Mastigophora diclados

Cross-Links

• PubChem: 101352905
• LOTUS: LTS0109526
• wikiData: Q105186676