3-[(1S,4R,5R,8S,9S,12S,13R)-13-ethyl-5-[(E,2R)-6-hydroperoxy-6-methylhept-4-en-2-yl]-4,8-dimethyl-12-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]but-3-eneperoxoic acid

Details

• Internal ID: d624a8d1-9731-42ee-94e8-8424d6176ddb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3-[(1S,4R,5R,8S,9S,12S,13R)-13-ethyl-5-[(E,2R)-6-hydroperoxy-6-methylhept-4-en-2-yl]-4,8-dimethyl-12-tetracyclo[7.5.0.01,13.04,8]tetradecanyl]but-3-eneperoxoic acid
• InChI: InChI=1S/C30H48O5/c1-8-29-19-30(29)17-16-27(6)22(20(2)10-9-14-26(4,5)35-33)13-15-28(27,7)24(30)12-11-23(29)21(3)18-25(31)34-32/h9,14,20,22-24,32-33H,3,8,10-13,15-19H2,1-2,4-7H3/b14-9+/t20-,22-,23+,24+,27-,28+,29-,30+/m1/s1
• InChI Key: QKZQYIBFNDGESI-YBJPUULCSA-N
• Popularity: 2 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: 8.20
• Atomic LogP (AlogP): 7.83
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9863	98.63%
Caco-2	-	0.6647	66.47%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5191	51.91%
OATP2B1 inhibitior	-	0.7115	71.15%
OATP1B1 inhibitior	+	0.8291	82.91%
OATP1B3 inhibitior	+	0.8999	89.99%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7911	79.11%
P-glycoprotein inhibitior	+	0.6175	61.75%
P-glycoprotein substrate	+	0.5673	56.73%
CYP3A4 substrate	+	0.6888	68.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8434	84.34%
CYP3A4 inhibition	-	0.5564	55.64%
CYP2C9 inhibition	-	0.6324	63.24%
CYP2C19 inhibition	-	0.7215	72.15%
CYP2D6 inhibition	-	0.9035	90.35%
CYP1A2 inhibition	-	0.7523	75.23%
CYP2C8 inhibition	+	0.5729	57.29%
CYP inhibitory promiscuity	-	0.5643	56.43%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7300	73.00%
Carcinogenicity (trinary)	Non-required	0.6484	64.84%
Eye corrosion	-	0.9800	98.00%
Eye irritation	-	0.9252	92.52%
Skin irritation	-	0.6805	68.05%
Skin corrosion	-	0.9257	92.57%
Ames mutagenesis	-	0.5037	50.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3717	37.17%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.6592	65.92%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.5860	58.60%
Acute Oral Toxicity (c)	III	0.5244	52.44%
Estrogen receptor binding	+	0.6779	67.79%
Androgen receptor binding	+	0.7223	72.23%
Thyroid receptor binding	+	0.6096	60.96%
Glucocorticoid receptor binding	+	0.7463	74.63%
Aromatase binding	+	0.7788	77.88%
PPAR gamma	+	0.5201	52.01%
Honey bee toxicity	-	0.6954	69.54%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.67%	89.76%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.07%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	97.85%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.32%	96.09%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	95.72%	97.47%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.49%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.19%	94.45%
CHEMBL4246	P42680	Tyrosine-protein kinase TEC	93.57%	82.05%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	93.23%	91.03%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.13%	96.95%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	92.98%	95.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.71%	89.34%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.67%	91.24%
CHEMBL233	P35372	Mu opioid receptor	90.97%	97.93%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.98%	96.38%
CHEMBL2179	P04062	Beta-glucocerebrosidase	89.16%	85.31%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.12%	100.00%
CHEMBL2581	P07339	Cathepsin D	88.27%	98.95%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.69%	82.50%
CHEMBL340	P08684	Cytochrome P450 3A4	86.11%	91.19%
CHEMBL284	P27487	Dipeptidyl peptidase IV	86.02%	95.69%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.51%	94.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.47%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.29%	95.89%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.07%	92.86%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.82%	92.88%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.57%	91.07%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	84.56%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.20%	96.47%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.57%	95.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.22%	100.00%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	83.15%	88.81%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	83.11%	81.29%
CHEMBL2996	Q05655	Protein kinase C delta	82.96%	97.79%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.94%	89.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.91%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.67%	97.09%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.23%	98.75%
CHEMBL3055	P50613	Cyclin-dependent kinase 7	82.09%	81.88%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.81%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.51%	92.62%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.94%	97.50%
CHEMBL5251	Q06187	Tyrosine-protein kinase BTK	80.83%	98.51%
CHEMBL5028	O14672	ADAM10	80.47%	97.50%

Plants that contains it

• Kadsura coccinea

Cross-Links

• PubChem: 100923237
• LOTUS: LTS0139171
• wikiData: Q105223435