Methyl 6-hydroxy-5,9,13-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-5-carboxylate

Details

• Internal ID: f0e50225-1e08-448a-9cd9-29dd54fa94ed
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl 6-hydroxy-5,9,13-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-ene-5-carboxylate
• SMILES (Canonical): CC12CCC3C4(CCC(C(C4CCC3(C1)C=C2)(C)C(=O)OC)O)C
• SMILES (Isomeric): CC12CCC3C4(CCC(C(C4CCC3(C1)C=C2)(C)C(=O)OC)O)C
• InChI: InChI=1S/C21H32O3/c1-18-8-5-15-19(2)9-7-16(22)20(3,17(23)24-4)14(19)6-10-21(15,13-18)12-11-18/h11-12,14-16,22H,5-10,13H2,1-4H3
• InChI Key: LFZKYFUJTHRDRN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₃
• Molecular Weight: 332.50 g/mol
• Exact Mass: 332.23514488 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 4.10
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.8145	81.45%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7003	70.03%
OATP2B1 inhibitior	-	0.8667	86.67%
OATP1B1 inhibitior	+	0.9188	91.88%
OATP1B3 inhibitior	+	0.8590	85.90%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.6528	65.28%
P-glycoprotein inhibitior	-	0.6093	60.93%
P-glycoprotein substrate	-	0.7896	78.96%
CYP3A4 substrate	+	0.6576	65.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8074	80.74%
CYP3A4 inhibition	-	0.9012	90.12%
CYP2C9 inhibition	-	0.5287	52.87%
CYP2C19 inhibition	-	0.6067	60.67%
CYP2D6 inhibition	-	0.9719	97.19%
CYP1A2 inhibition	-	0.6192	61.92%
CYP2C8 inhibition	-	0.7782	77.82%
CYP inhibitory promiscuity	-	0.9642	96.42%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5578	55.78%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9316	93.16%
Skin irritation	+	0.6076	60.76%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4544	45.44%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6959	69.59%
skin sensitisation	-	0.8067	80.67%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6853	68.53%
Acute Oral Toxicity (c)	II	0.4082	40.82%
Estrogen receptor binding	+	0.8592	85.92%
Androgen receptor binding	+	0.6144	61.44%
Thyroid receptor binding	+	0.7688	76.88%
Glucocorticoid receptor binding	+	0.8436	84.36%
Aromatase binding	+	0.6567	65.67%
PPAR gamma	-	0.5154	51.54%
Honey bee toxicity	-	0.7509	75.09%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9829	98.29%

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	99.77%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.01%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.56%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.55%	91.11%
CHEMBL4072	P07858	Cathepsin B	87.31%	93.67%
CHEMBL221	P23219	Cyclooxygenase-1	85.94%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	84.97%	91.19%
CHEMBL5028	O14672	ADAM10	84.16%	97.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.19%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.19%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.71%	95.89%

Plants that contains it

• Polycalymma stuartii

Cross-Links

• PubChem: 13892688
• LOTUS: LTS0030430
• wikiData: Q105151245