(2S,3R,4R,5R,6R)-2-methyl-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[12-hydroxy-4,4,8,10,14-pentamethyl-17-[6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-2-yl]methoxy]oxane-3,4,5-triol

Details

• Internal ID: a900a172-342d-4732-8d65-97cf0cfd3fb9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3R,4R,5R,6R)-2-methyl-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[12-hydroxy-4,4,8,10,14-pentamethyl-17-[6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-2-yl]methoxy]oxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3CCC4(C(C3(C)C)CCC5(C4CC(C6C5(CCC6C(C)(CCC=C(C)C)OC7C(C(C(C(O7)COC8C(C(C(C(O8)C)O)O)O)O)O)O)C)O)C)C)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3CCC4(C(C3(C)C)CCC5(C4CC(C6C5(CCC6C(C)(CCC=C(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@@H]([C@@H]([C@@H](O8)C)O)O)O)O)O)O)C)O)C)C)O)O)O)O)O)O
• InChI: InChI=1S/C54H92O21/c1-23(2)12-11-16-54(10,75-49-45(67)41(63)37(59)29(73-49)22-69-47-43(65)39(61)35(57)25(4)71-47)26-13-18-53(9)33(26)27(55)20-31-51(7)17-15-32(50(5,6)30(51)14-19-52(31,53)8)74-48-44(66)40(62)36(58)28(72-48)21-68-46-42(64)38(60)34(56)24(3)70-46/h12,24-49,55-67H,11,13-22H2,1-10H3/t24-,25-,26?,27?,28+,29+,30?,31?,32?,33?,34-,35+,36+,37+,38+,39+,40-,41-,42+,43+,44+,45+,46+,47+,48-,49-,51?,52?,53?,54?/m0/s1
• InChI Key: PTKYVVJAAYISRE-HBZUOWAISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₉₂O₂₁
• Molecular Weight: 1077.30 g/mol
• Exact Mass: 1076.61310994 g/mol
• Topological Polar Surface Area (TPSA): 337.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): -0.15
• H-Bond Acceptor: 21
• H-Bond Donor: 13
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7409	74.09%
Caco-2	-	0.8986	89.86%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7439	74.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8117	81.17%
OATP1B3 inhibitior	+	0.8566	85.66%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8406	84.06%
P-glycoprotein inhibitior	+	0.7529	75.29%
P-glycoprotein substrate	-	0.6822	68.22%
CYP3A4 substrate	+	0.7198	71.98%
CYP2C9 substrate	-	0.8028	80.28%
CYP2D6 substrate	-	0.8179	81.79%
CYP3A4 inhibition	-	0.9623	96.23%
CYP2C9 inhibition	-	0.8595	85.95%
CYP2C19 inhibition	-	0.8831	88.31%
CYP2D6 inhibition	-	0.9368	93.68%
CYP1A2 inhibition	-	0.9048	90.48%
CYP2C8 inhibition	+	0.6774	67.74%
CYP inhibitory promiscuity	-	0.9359	93.59%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6375	63.75%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9011	90.11%
Skin irritation	-	0.5820	58.20%
Skin corrosion	-	0.9477	94.77%
Ames mutagenesis	-	0.7954	79.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8199	81.99%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5603	56.03%
skin sensitisation	-	0.8844	88.44%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8043	80.43%
Acute Oral Toxicity (c)	I	0.6012	60.12%
Estrogen receptor binding	+	0.8116	81.16%
Androgen receptor binding	+	0.7335	73.35%
Thyroid receptor binding	+	0.5568	55.68%
Glucocorticoid receptor binding	+	0.7538	75.38%
Aromatase binding	+	0.6790	67.90%
PPAR gamma	+	0.8130	81.30%
Honey bee toxicity	-	0.5797	57.97%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9532	95.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.89%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.83%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.10%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.47%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.17%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.35%	92.94%
CHEMBL226	P30542	Adenosine A1 receptor	90.98%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.16%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.64%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.39%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.48%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.63%	89.00%
CHEMBL2581	P07339	Cathepsin D	84.79%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	83.79%	91.49%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.38%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.17%	95.50%
CHEMBL2179	P04062	Beta-glucocerebrosidase	83.05%	85.31%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.23%	93.04%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.99%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	81.35%	95.38%
CHEMBL5028	O14672	ADAM10	81.23%	97.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.27%	96.90%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.11%	95.89%

Plants that contains it

• Gynostemma pentaphyllum

Cross-Links

• PubChem: 11968557
• NPASS: NPC274444