methyl 3-[(1S,4R,5R,8S,9S,11S,12S,13R)-12-ethenyl-11-hydroxy-5-[(E,2R)-6-methoxy-6-methylhept-4-en-2-yl]-4,8-dimethyl-13-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]propanoate

Details

• Internal ID: 829b939a-2e26-4d50-81fc-13da237e1d9e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl 3-[(1S,4R,5R,8S,9S,11S,12S,13R)-12-ethenyl-11-hydroxy-5-[(E,2R)-6-methoxy-6-methylhept-4-en-2-yl]-4,8-dimethyl-13-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]propanoate
• InChI: InChI=1S/C31H50O4/c1-9-22-24(32)19-25-29(6)15-12-23(21(2)11-10-14-27(3,4)35-8)28(29,5)17-18-31(25)20-30(22,31)16-13-26(33)34-7/h9-10,14,21-25,32H,1,11-13,15-20H2,2-8H3/b14-10+/t21-,22-,23-,24+,25+,28-,29+,30-,31+/m1/s1
• InChI Key: DMOVFWVMOKYNBH-CWVNQKTKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₀O₄
• Molecular Weight: 486.70 g/mol
• Exact Mass: 486.37091007 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 6.72
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9861	98.61%
Caco-2	-	0.6584	65.84%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6884	68.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8133	81.33%
OATP1B3 inhibitior	-	0.2645	26.45%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9325	93.25%
P-glycoprotein inhibitior	+	0.5738	57.38%
P-glycoprotein substrate	+	0.6052	60.52%
CYP3A4 substrate	+	0.7006	70.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8530	85.30%
CYP3A4 inhibition	-	0.6210	62.10%
CYP2C9 inhibition	-	0.6676	66.76%
CYP2C19 inhibition	-	0.7981	79.81%
CYP2D6 inhibition	-	0.9525	95.25%
CYP1A2 inhibition	-	0.8332	83.32%
CYP2C8 inhibition	+	0.5171	51.71%
CYP inhibitory promiscuity	-	0.8931	89.31%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7347	73.47%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9349	93.49%
Skin irritation	+	0.5245	52.45%
Skin corrosion	-	0.9528	95.28%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3684	36.84%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6447	64.47%
skin sensitisation	-	0.7539	75.39%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8237	82.37%
Acute Oral Toxicity (c)	III	0.5157	51.57%
Estrogen receptor binding	+	0.7837	78.37%
Androgen receptor binding	+	0.7282	72.82%
Thyroid receptor binding	+	0.6486	64.86%
Glucocorticoid receptor binding	+	0.7845	78.45%
Aromatase binding	+	0.7494	74.94%
PPAR gamma	+	0.5623	56.23%
Honey bee toxicity	-	0.6354	63.54%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9954	99.54%

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	99.21%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.39%	96.09%
CHEMBL240	Q12809	HERG	97.30%	89.76%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.35%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	95.19%	91.07%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.00%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	93.78%	97.79%
CHEMBL2179	P04062	Beta-glucocerebrosidase	91.99%	85.31%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	91.97%	91.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.76%	100.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	91.64%	95.71%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.56%	95.17%
CHEMBL340	P08684	Cytochrome P450 3A4	90.10%	91.19%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.91%	91.24%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.70%	89.34%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.67%	98.75%
CHEMBL3437	Q16853	Amine oxidase, copper containing	87.24%	94.00%
CHEMBL299	P17252	Protein kinase C alpha	86.69%	98.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.19%	97.09%
CHEMBL2581	P07339	Cathepsin D	84.80%	98.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.65%	94.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.54%	96.95%
CHEMBL4662	P28074	Proteasome Macropain subunit MB1	83.86%	93.85%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.28%	97.14%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.26%	89.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.26%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.11%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.69%	92.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.23%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.20%	95.89%
CHEMBL5028	O14672	ADAM10	81.06%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.69%	93.56%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.42%	100.00%

Plants that contains it

• Stenostomum acutatum

Cross-Links

• PubChem: 11123760
• LOTUS: LTS0133583
• wikiData: Q104985247