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-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxane-3,4,5-triol

Details

• Internal ID: e24cc347-073f-46f0-b610-2b173d44920b
• 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-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]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)COC6C(C(C(CO6)O)O)O)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)COC6C(C(C(CO6)O)O)O)O)O)O)OO
• InChI: InChI=1S/C41H70O15/c1-19(2)24(56-51)10-14-41(8,55-36-33(50)31(48)30(47)25(54-36)18-53-35-32(49)29(46)23(44)17-52-35)20-9-13-39(6)28(20)21(42)15-26-38(5)12-11-27(45)37(3,4)34(38)22(43)16-40(26,39)7/h20-36,42-51H,1,9-18H2,2-8H3
• InChI Key: DBARXZWYGPCWKH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₇₀O₁₅
• Molecular Weight: 803.00 g/mol
• Exact Mass: 802.47147152 g/mol
• Topological Polar Surface Area (TPSA): 248.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.23
• H-Bond Acceptor: 15
• H-Bond Donor: 10
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6905	69.05%
Caco-2	-	0.8865	88.65%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6495	64.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8544	85.44%
OATP1B3 inhibitior	+	0.8815	88.15%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5365	53.65%
P-glycoprotein inhibitior	+	0.7547	75.47%
P-glycoprotein substrate	+	0.6487	64.87%
CYP3A4 substrate	+	0.7371	73.71%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8217	82.17%
CYP3A4 inhibition	-	0.9401	94.01%
CYP2C9 inhibition	-	0.8006	80.06%
CYP2C19 inhibition	-	0.8003	80.03%
CYP2D6 inhibition	-	0.9243	92.43%
CYP1A2 inhibition	-	0.8410	84.10%
CYP2C8 inhibition	+	0.6628	66.28%
CYP inhibitory promiscuity	-	0.9242	92.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6348	63.48%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.9095	90.95%
Skin irritation	-	0.6129	61.29%
Skin corrosion	-	0.9238	92.38%
Ames mutagenesis	-	0.5969	59.69%
Human Ether-a-go-go-Related Gene inhibition	+	0.7621	76.21%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5218	52.18%
skin sensitisation	-	0.8489	84.89%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8984	89.84%
Acute Oral Toxicity (c)	III	0.4123	41.23%
Estrogen receptor binding	+	0.7144	71.44%
Androgen receptor binding	+	0.7316	73.16%
Thyroid receptor binding	-	0.5782	57.82%
Glucocorticoid receptor binding	+	0.5817	58.17%
Aromatase binding	+	0.6673	66.73%
PPAR gamma	+	0.7314	73.14%
Honey bee toxicity	-	0.5648	56.48%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9796	97.96%

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	99.36%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.55%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.77%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.62%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	96.42%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.09%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	95.90%	95.93%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	92.90%	92.50%
CHEMBL1914	P06276	Butyrylcholinesterase	92.51%	95.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.31%	95.89%
CHEMBL2581	P07339	Cathepsin D	92.19%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.41%	92.94%
CHEMBL2179	P04062	Beta-glucocerebrosidase	90.54%	85.31%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.66%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.38%	86.33%
CHEMBL1871	P10275	Androgen Receptor	87.48%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.34%	100.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	87.24%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.69%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.66%	97.14%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.03%	92.86%
CHEMBL2996	Q05655	Protein kinase C delta	84.51%	97.79%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.22%	96.90%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.00%	89.62%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.18%	96.77%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.03%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.91%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.46%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.22%	93.04%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.19%	90.24%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.17%	97.21%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.07%	100.00%

Plants that contains it

• Panax ginseng

Cross-Links

• PubChem: 73298972
• LOTUS: LTS0204099
• wikiData: Q104974183