2-[[6-[2-[3-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-12-hydroxy-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]-6-hydroperoxy-6-methylhept-4-en-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: f241bfb7-1e56-4b16-9b97-697baa14fbd2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-[[6-[2-[3-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-12-hydroxy-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]-6-hydroperoxy-6-methylhept-4-en-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C54H92O25/c1-49(2,79-70)13-9-14-54(8,78-47-43(69)39(65)36(62)28(75-47)22-71-45-41(67)37(63)33(59)25(19-55)72-45)23-10-16-53(7)32(23)24(58)18-30-51(5)15-12-31(50(3,4)29(51)11-17-52(30,53)6)76-48-44(40(66)35(61)27(21-57)74-48)77-46-42(68)38(64)34(60)26(20-56)73-46/h9,13,23-48,55-70H,10-12,14-22H2,1-8H3
• InChI Key: BHDLXHMEKRLJOV-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₉₂O₂₅
• Molecular Weight: 1141.30 g/mol
• Exact Mass: 1140.59276842 g/mol
• Topological Polar Surface Area (TPSA): 407.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -2.73
• H-Bond Acceptor: 25
• H-Bond Donor: 16
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5627	56.27%
Caco-2	-	0.9017	90.17%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6365	63.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8019	80.19%
OATP1B3 inhibitior	+	0.8884	88.84%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8788	87.88%
P-glycoprotein inhibitior	+	0.7482	74.82%
P-glycoprotein substrate	-	0.5990	59.90%
CYP3A4 substrate	+	0.7381	73.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8308	83.08%
CYP3A4 inhibition	-	0.9413	94.13%
CYP2C9 inhibition	-	0.8698	86.98%
CYP2C19 inhibition	-	0.8543	85.43%
CYP2D6 inhibition	-	0.9414	94.14%
CYP1A2 inhibition	-	0.8765	87.65%
CYP2C8 inhibition	+	0.7139	71.39%
CYP inhibitory promiscuity	-	0.9524	95.24%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6368	63.68%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9000	90.00%
Skin irritation	-	0.6823	68.23%
Skin corrosion	-	0.9304	93.04%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8409	84.09%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5581	55.81%
skin sensitisation	-	0.8898	88.98%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7185	71.85%
Acute Oral Toxicity (c)	I	0.4658	46.58%
Estrogen receptor binding	+	0.7791	77.91%
Androgen receptor binding	+	0.7482	74.82%
Thyroid receptor binding	+	0.5972	59.72%
Glucocorticoid receptor binding	+	0.7532	75.32%
Aromatase binding	+	0.6426	64.26%
PPAR gamma	+	0.7991	79.91%
Honey bee toxicity	-	0.5733	57.33%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9060	90.60%

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	97.76%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.41%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	94.96%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.52%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.09%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.34%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.62%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.77%	97.36%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.63%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.85%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.70%	82.69%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	88.69%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.27%	95.58%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.25%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.09%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.81%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.14%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.80%	93.04%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.61%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	83.34%	95.38%
CHEMBL1937	Q92769	Histone deacetylase 2	83.32%	94.75%
CHEMBL1871	P10275	Androgen Receptor	81.99%	96.43%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.94%	95.83%
CHEMBL2996	Q05655	Protein kinase C delta	80.61%	97.79%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.34%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.00%	97.14%

Plants that contains it

• Panax notoginseng

Cross-Links

• PubChem: 162880345
• LOTUS: LTS0018727
• wikiData: Q104935899