5-(Hydroxymethyl)-5,9,14-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-11-en-14-ol

Details

• Internal ID: e20eefb4-538b-4f6b-84d7-408b4fa34732
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 5-(hydroxymethyl)-5,9,14-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-11-en-14-ol
• SMILES (Canonical): CC1(CCCC2(C1CCC34C2C=CC(C3)C(C4)(C)O)C)CO
• SMILES (Isomeric): CC1(CCCC2(C1CCC34C2C=CC(C3)C(C4)(C)O)C)CO
• InChI: InChI=1S/C20H32O2/c1-17(13-21)8-4-9-18(2)15(17)7-10-20-11-14(5-6-16(18)20)19(3,22)12-20/h5-6,14-16,21-22H,4,7-13H2,1-3H3
• InChI Key: JBPZDADYJLERCY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.92
• 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	+	0.9961	99.61%
Caco-2	+	0.7582	75.82%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.5861	58.61%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8344	83.44%
OATP1B3 inhibitior	+	0.9440	94.40%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6385	63.85%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.8900	89.00%
P-glycoprotein substrate	-	0.7507	75.07%
CYP3A4 substrate	+	0.6040	60.40%
CYP2C9 substrate	-	0.7683	76.83%
CYP2D6 substrate	-	0.7893	78.93%
CYP3A4 inhibition	-	0.8415	84.15%
CYP2C9 inhibition	-	0.7225	72.25%
CYP2C19 inhibition	-	0.7763	77.63%
CYP2D6 inhibition	-	0.9329	93.29%
CYP1A2 inhibition	-	0.5816	58.16%
CYP2C8 inhibition	-	0.6430	64.30%
CYP inhibitory promiscuity	-	0.7974	79.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6761	67.61%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.9716	97.16%
Skin irritation	-	0.6857	68.57%
Skin corrosion	-	0.9682	96.82%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5927	59.27%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.6701	67.01%
skin sensitisation	-	0.6878	68.78%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8237	82.37%
Acute Oral Toxicity (c)	III	0.8215	82.15%
Estrogen receptor binding	+	0.7672	76.72%
Androgen receptor binding	+	0.5920	59.20%
Thyroid receptor binding	+	0.6933	69.33%
Glucocorticoid receptor binding	+	0.7447	74.47%
Aromatase binding	+	0.5950	59.50%
PPAR gamma	-	0.7272	72.72%
Honey bee toxicity	-	0.8689	86.89%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9030	90.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.41%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.14%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.01%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.53%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.77%	95.89%
CHEMBL2581	P07339	Cathepsin D	84.64%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	84.52%	95.93%
CHEMBL259	P32245	Melanocortin receptor 4	84.51%	95.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.26%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	82.81%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.57%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.89%	95.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.74%	96.38%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.05%	96.61%
CHEMBL3012	Q13946	Phosphodiesterase 7A	80.93%	99.29%

Plants that contains it

• Sideritis lotsyi

Cross-Links

• PubChem: 13858172
• LOTUS: LTS0026973
• wikiData: Q104400453