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

Details

• Internal ID: c1473ebd-8f69-4094-bdc3-d509c6ef6956
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl 3-[(1S,4R,5R,8S,9S,11S,12S,13R)-12-ethenyl-5-[(2R,5R)-5-hydroperoxy-6-methylhept-6-en-2-yl]-11-hydroxy-4,8-dimethyl-13-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]propanoate
• InChI: InChI=1S/C30H48O5/c1-8-21-23(31)17-25-28(6)13-11-22(20(4)9-10-24(35-33)19(2)3)27(28,5)15-16-30(25)18-29(21,30)14-12-26(32)34-7/h8,20-25,31,33H,1-2,9-18H2,3-7H3/t20-,21-,22-,23+,24-,25+,27-,28+,29-,30+/m1/s1
• InChI Key: SQJJCDOVGAFFCH-MDAHNZKBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₅
• Molecular Weight: 488.70 g/mol
• Exact Mass: 488.35017463 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 7.10
• Atomic LogP (AlogP): 6.57
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9817	98.17%
Caco-2	-	0.6708	67.08%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6468	64.68%
OATP2B1 inhibitior	-	0.5651	56.51%
OATP1B1 inhibitior	+	0.8333	83.33%
OATP1B3 inhibitior	-	0.2278	22.78%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8372	83.72%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	+	0.6423	64.23%
CYP3A4 substrate	+	0.7040	70.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8397	83.97%
CYP3A4 inhibition	-	0.6241	62.41%
CYP2C9 inhibition	-	0.6577	65.77%
CYP2C19 inhibition	-	0.7755	77.55%
CYP2D6 inhibition	-	0.9307	93.07%
CYP1A2 inhibition	-	0.7553	75.53%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.7835	78.35%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6701	67.01%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9274	92.74%
Skin irritation	-	0.5388	53.88%
Skin corrosion	-	0.9273	92.73%
Ames mutagenesis	-	0.6878	68.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.6619	66.19%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6642	66.42%
skin sensitisation	-	0.7794	77.94%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7946	79.46%
Acute Oral Toxicity (c)	III	0.4588	45.88%
Estrogen receptor binding	+	0.7061	70.61%
Androgen receptor binding	+	0.7539	75.39%
Thyroid receptor binding	+	0.5639	56.39%
Glucocorticoid receptor binding	+	0.7750	77.50%
Aromatase binding	+	0.7312	73.12%
PPAR gamma	+	0.6050	60.50%
Honey bee toxicity	-	0.5369	53.69%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9966	99.66%

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	98.61%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.99%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.10%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.12%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	93.66%	90.17%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	91.96%	95.71%
CHEMBL2996	Q05655	Protein kinase C delta	91.93%	97.79%
CHEMBL340	P08684	Cytochrome P450 3A4	91.57%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.78%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.68%	91.07%
CHEMBL240	Q12809	HERG	90.62%	89.76%
CHEMBL3437	Q16853	Amine oxidase, copper containing	89.14%	94.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.06%	95.17%
CHEMBL3837	P07711	Cathepsin L	88.72%	96.61%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.69%	91.24%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.29%	93.03%
CHEMBL233	P35372	Mu opioid receptor	87.11%	97.93%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.18%	91.03%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.26%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.57%	97.09%
CHEMBL2581	P07339	Cathepsin D	84.20%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.93%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.46%	92.62%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.07%	89.34%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.88%	89.50%
CHEMBL268	P43235	Cathepsin K	81.86%	96.85%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.81%	82.69%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.41%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.39%	96.95%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.95%	85.31%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.50%	95.58%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.35%	99.17%
CHEMBL237	P41145	Kappa opioid receptor	80.16%	98.10%

Plants that contains it

• Stenostomum acutatum

Cross-Links

• PubChem: 163032628
• LOTUS: LTS0227848
• wikiData: Q105257973