(2S,3S,4R,5R,6R)-2-methyl-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[12-hydroxy-17-[(E)-7-hydroxy-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]-4,4,8,10,14-pentamethyl-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: f7445c6a-263f-4ab2-9e23-95828c608060
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3S,4R,5R,6R)-2-methyl-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[12-hydroxy-17-[(E)-7-hydroxy-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]-4,4,8,10,14-pentamethyl-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)CO)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)(CC/C=C(\C)/CO)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/C54H92O22/c1-23(20-55)11-10-15-54(9,76-49-45(68)41(64)37(60)29(74-49)22-70-47-43(66)39(62)35(58)25(3)72-47)26-12-17-53(8)33(26)27(56)19-31-51(6)16-14-32(50(4,5)30(51)13-18-52(31,53)7)75-48-44(67)40(63)36(59)28(73-48)21-69-46-42(65)38(61)34(57)24(2)71-46/h11,24-49,55-68H,10,12-22H2,1-9H3/b23-11+/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: ZEHLVDXLPKETHL-VBFCPHLJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₉₂O₂₂
• Molecular Weight: 1093.30 g/mol
• Exact Mass: 1092.60802456 g/mol
• Topological Polar Surface Area (TPSA): 357.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.17
• H-Bond Acceptor: 22
• H-Bond Donor: 14
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6877	68.77%
Caco-2	-	0.8999	89.99%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7251	72.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8180	81.80%
OATP1B3 inhibitior	+	0.8189	81.89%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8727	87.27%
P-glycoprotein inhibitior	+	0.7513	75.13%
P-glycoprotein substrate	-	0.5880	58.80%
CYP3A4 substrate	+	0.7319	73.19%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9502	95.02%
CYP2C9 inhibition	-	0.8671	86.71%
CYP2C19 inhibition	-	0.9036	90.36%
CYP2D6 inhibition	-	0.9380	93.80%
CYP1A2 inhibition	-	0.9057	90.57%
CYP2C8 inhibition	+	0.7101	71.01%
CYP inhibitory promiscuity	-	0.9413	94.13%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6474	64.74%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9010	90.10%
Skin irritation	-	0.5956	59.56%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.7824	78.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.8168	81.68%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5498	54.98%
skin sensitisation	-	0.8991	89.91%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8058	80.58%
Acute Oral Toxicity (c)	I	0.5677	56.77%
Estrogen receptor binding	+	0.8074	80.74%
Androgen receptor binding	+	0.7401	74.01%
Thyroid receptor binding	+	0.5641	56.41%
Glucocorticoid receptor binding	+	0.7457	74.57%
Aromatase binding	+	0.6720	67.20%
PPAR gamma	+	0.8088	80.88%
Honey bee toxicity	-	0.5850	58.50%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9172	91.72%

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	97.96%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.91%	97.25%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.61%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.24%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.58%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.95%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.42%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.39%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	90.28%	95.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.97%	92.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.95%	96.61%
CHEMBL2581	P07339	Cathepsin D	88.41%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.72%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.51%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	86.62%	91.49%
CHEMBL259	P32245	Melanocortin receptor 4	84.97%	95.38%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	84.13%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.78%	93.04%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.59%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.13%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.43%	96.90%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.20%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.60%	95.83%

Plants that contains it

• Gynostemma pentaphyllum

Cross-Links

• PubChem: 11968568
• NPASS: NPC145355