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

Details

• Internal ID: 7859fd6a-00fa-4580-8029-aad4389ef43c
• 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-hydroxy-6-methylhept-4-en-2-yl]-4,8-dimethyl-13-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]propanoate
• InChI: InChI=1S/C30H48O4/c1-8-21-23(31)18-24-28(6)14-11-22(20(2)10-9-13-26(3,4)33)27(28,5)16-17-30(24)19-29(21,30)15-12-25(32)34-7/h8-9,13,20-24,31,33H,1,10-12,14-19H2,2-7H3/b13-9+/t20-,21-,22-,23+,24+,27-,28+,29-,30+/m1/s1
• InChI Key: CSTWIVQIGXUJRC-WDOSORENSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₄
• Molecular Weight: 472.70 g/mol
• Exact Mass: 472.35526001 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 6.07
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9826	98.26%
Caco-2	-	0.6529	65.29%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6984	69.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8240	82.40%
OATP1B3 inhibitior	-	0.3270	32.70%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9291	92.91%
P-glycoprotein inhibitior	-	0.5202	52.02%
P-glycoprotein substrate	+	0.5657	56.57%
CYP3A4 substrate	+	0.7004	70.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8629	86.29%
CYP3A4 inhibition	-	0.6500	65.00%
CYP2C9 inhibition	-	0.7100	71.00%
CYP2C19 inhibition	-	0.7980	79.80%
CYP2D6 inhibition	-	0.9478	94.78%
CYP1A2 inhibition	-	0.8149	81.49%
CYP2C8 inhibition	+	0.5427	54.27%
CYP inhibitory promiscuity	-	0.8616	86.16%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7320	73.20%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9364	93.64%
Skin irritation	+	0.5067	50.67%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7202	72.02%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6572	65.72%
skin sensitisation	-	0.7643	76.43%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8325	83.25%
Acute Oral Toxicity (c)	III	0.3778	37.78%
Estrogen receptor binding	+	0.8401	84.01%
Androgen receptor binding	+	0.7188	71.88%
Thyroid receptor binding	+	0.6519	65.19%
Glucocorticoid receptor binding	+	0.8273	82.73%
Aromatase binding	+	0.7446	74.46%
PPAR gamma	+	0.5994	59.94%
Honey bee toxicity	-	0.6415	64.15%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9956	99.56%

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	99.20%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.57%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.10%	91.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	95.59%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.86%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	94.81%	97.79%
CHEMBL2179	P04062	Beta-glucocerebrosidase	94.11%	85.31%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.38%	95.17%
CHEMBL240	Q12809	HERG	93.07%	89.76%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.73%	100.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	91.43%	91.03%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	90.05%	95.71%
CHEMBL3437	Q16853	Amine oxidase, copper containing	89.17%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	88.84%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	88.53%	90.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.96%	98.75%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.35%	89.34%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.11%	91.24%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.99%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.59%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.26%	97.09%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.12%	89.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.39%	96.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.31%	94.33%
CHEMBL4662	P28074	Proteasome Macropain subunit MB1	84.02%	93.85%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.52%	95.89%
CHEMBL2581	P07339	Cathepsin D	83.34%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.32%	92.62%
CHEMBL4208	P20618	Proteasome component C5	82.26%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.00%	99.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.79%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.20%	95.89%
CHEMBL5028	O14672	ADAM10	81.06%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.04%	93.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.76%	95.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.26%	100.00%

Plants that contains it

• Stenostomum acutatum

Cross-Links

• PubChem: 11134526
• LOTUS: LTS0034852
• wikiData: Q104969571