2-[5-hydroperoxy-6-methyl-2-(3,6,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)hept-6-en-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 93a336c8-7ba8-4417-80be-49429d9af7e8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-[5-hydroperoxy-6-methyl-2-(3,6,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)hept-6-en-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(=C)C(CCC(C)(C1CCC2(C1C(CC3C2(CC(C4C3(CCC(C4(C)C)O)C)O)C)O)C)OC5C(C(C(C(O5)CO)O)O)O)OO
• SMILES (Isomeric): CC(=C)C(CCC(C)(C1CCC2(C1C(CC3C2(CC(C4C3(CCC(C4(C)C)O)C)O)C)O)C)OC5C(C(C(C(O5)CO)O)O)O)OO
• InChI: InChI=1S/C36H62O11/c1-18(2)22(47-44)10-14-36(8,46-31-29(43)28(42)27(41)23(17-37)45-31)19-9-13-34(6)26(19)20(38)15-24-33(5)12-11-25(40)32(3,4)30(33)21(39)16-35(24,34)7/h19-31,37-44H,1,9-17H2,2-8H3
• InChI Key: NPJGFPSXGDTZJP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₆₂O₁₁
• Molecular Weight: 670.90 g/mol
• Exact Mass: 670.42921279 g/mol
• Topological Polar Surface Area (TPSA): 190.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.76
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7700	77.00%
Caco-2	-	0.8628	86.28%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6290	62.90%
OATP2B1 inhibitior	-	0.8637	86.37%
OATP1B1 inhibitior	+	0.8537	85.37%
OATP1B3 inhibitior	+	0.8864	88.64%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7042	70.42%
BSEP inhibitior	-	0.7607	76.07%
P-glycoprotein inhibitior	+	0.7161	71.61%
P-glycoprotein substrate	+	0.5180	51.80%
CYP3A4 substrate	+	0.7234	72.34%
CYP2C9 substrate	-	0.8022	80.22%
CYP2D6 substrate	-	0.8291	82.91%
CYP3A4 inhibition	-	0.8377	83.77%
CYP2C9 inhibition	-	0.7547	75.47%
CYP2C19 inhibition	-	0.8039	80.39%
CYP2D6 inhibition	-	0.9220	92.20%
CYP1A2 inhibition	-	0.7824	78.24%
CYP2C8 inhibition	+	0.5796	57.96%
CYP inhibitory promiscuity	-	0.8841	88.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6970	69.70%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9132	91.32%
Skin irritation	-	0.5972	59.72%
Skin corrosion	-	0.9236	92.36%
Ames mutagenesis	-	0.7039	70.39%
Human Ether-a-go-go-Related Gene inhibition	+	0.7925	79.25%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5458	54.58%
skin sensitisation	-	0.8597	85.97%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7361	73.61%
Acute Oral Toxicity (c)	III	0.4701	47.01%
Estrogen receptor binding	+	0.6069	60.69%
Androgen receptor binding	+	0.7416	74.16%
Thyroid receptor binding	-	0.5532	55.32%
Glucocorticoid receptor binding	+	0.5944	59.44%
Aromatase binding	+	0.6979	69.79%
PPAR gamma	+	0.6634	66.34%
Honey bee toxicity	-	0.5499	54.99%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9756	97.56%

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	98.37%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.20%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	97.17%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.63%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.41%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.26%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.38%	82.69%
CHEMBL2996	Q05655	Protein kinase C delta	91.49%	97.79%
CHEMBL2581	P07339	Cathepsin D	91.33%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.16%	92.94%
CHEMBL226	P30542	Adenosine A1 receptor	90.93%	95.93%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	89.51%	92.50%
CHEMBL237	P41145	Kappa opioid receptor	88.48%	98.10%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.30%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.24%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.53%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.87%	86.33%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	86.59%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.37%	97.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.80%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.12%	92.86%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.32%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.76%	95.83%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.89%	89.00%
CHEMBL259	P32245	Melanocortin receptor 4	81.86%	95.38%
CHEMBL4105786	P41182	B-cell lymphoma 6 protein	81.75%	92.86%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.68%	100.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.03%	90.24%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.13%	96.90%

Plants that contains it

• Panax ginseng

Cross-Links

• PubChem: 75058632
• LOTUS: LTS0233206
• wikiData: Q105183046