(5-Hydroxy-6,9,13-trimethyl-3-propan-2-yl-14-tetracyclo[7.5.0.02,6.011,13]tetradecanyl) acetate

Details

• Internal ID: 379f533e-1971-4e44-a003-098be027b8d8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (5-hydroxy-6,9,13-trimethyl-3-propan-2-yl-14-tetracyclo[7.5.0.02,6.011,13]tetradecanyl) acetate
• SMILES (Canonical): CC(C)C1CC(C2(C1C3C(C4(CC4CC3(CC2)C)C)OC(=O)C)C)O
• SMILES (Isomeric): CC(C)C1CC(C2(C1C3C(C4(CC4CC3(CC2)C)C)OC(=O)C)C)O
• InChI: InChI=1S/C22H36O3/c1-12(2)15-9-16(24)21(5)8-7-20(4)10-14-11-22(14,6)19(25-13(3)23)18(20)17(15)21/h12,14-19,24H,7-11H2,1-6H3
• InChI Key: PLRAZEQRSYIUSJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₃
• Molecular Weight: 348.50 g/mol
• Exact Mass: 348.26644501 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.42
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.6962	69.62%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8020	80.20%
OATP2B1 inhibitior	-	0.8627	86.27%
OATP1B1 inhibitior	+	0.9420	94.20%
OATP1B3 inhibitior	+	0.9412	94.12%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.8404	84.04%
P-glycoprotein inhibitior	-	0.6824	68.24%
P-glycoprotein substrate	-	0.7731	77.31%
CYP3A4 substrate	+	0.6267	62.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8315	83.15%
CYP3A4 inhibition	-	0.8319	83.19%
CYP2C9 inhibition	+	0.5265	52.65%
CYP2C19 inhibition	-	0.7004	70.04%
CYP2D6 inhibition	-	0.9650	96.50%
CYP1A2 inhibition	-	0.7662	76.62%
CYP2C8 inhibition	-	0.8874	88.74%
CYP inhibitory promiscuity	-	0.9528	95.28%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6364	63.64%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9134	91.34%
Skin irritation	+	0.6132	61.32%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5102	51.02%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.6895	68.95%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4775	47.75%
Acute Oral Toxicity (c)	III	0.5098	50.98%
Estrogen receptor binding	+	0.9109	91.09%
Androgen receptor binding	+	0.5414	54.14%
Thyroid receptor binding	+	0.7386	73.86%
Glucocorticoid receptor binding	+	0.7738	77.38%
Aromatase binding	+	0.5710	57.10%
PPAR gamma	+	0.6127	61.27%
Honey bee toxicity	-	0.7000	70.00%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6206	62.06%
Fish aquatic toxicity	+	0.9880	98.80%

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	98.06%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.04%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.86%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.97%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.26%	85.14%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.22%	97.21%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.08%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	91.26%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	89.93%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.36%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.31%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.18%	96.38%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.50%	91.24%
CHEMBL2179	P04062	Beta-glucocerebrosidase	87.38%	85.31%
CHEMBL2581	P07339	Cathepsin D	87.09%	98.95%
CHEMBL204	P00734	Thrombin	86.81%	96.01%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.67%	96.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.76%	96.47%
CHEMBL299	P17252	Protein kinase C alpha	85.23%	98.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.80%	97.09%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	84.09%	99.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.08%	95.71%
CHEMBL2996	Q05655	Protein kinase C delta	83.19%	97.79%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.42%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.19%	91.07%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.07%	89.50%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	81.91%	97.53%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.39%	95.89%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.22%	82.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.80%	100.00%

Plants that contains it

• Scapania bolanderi

Cross-Links

• PubChem: 162873670
• LOTUS: LTS0018064
• wikiData: Q105211164