(2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S,6R)-2-[(Z,2S)-2-[(3S,5R,7S,8R,9R,10S,13R,14R,17S)-3,7-dihydroxy-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]-7-hydroxy-6-methylhept-5-en-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 8d9013b8-6211-4803-9133-af23b09183a0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5S,6R)-2-[(Z,2S)-2-[(3S,5R,7S,8R,9R,10S,13R,14R,17S)-3,7-dihydroxy-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]-7-hydroxy-6-methylhept-5-en-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC(C)(CCC=C(C)CO)C3CCC4(C3CCC5C4(C(CC6C5(CCC(C6(C)C)O)C)O)C)C)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@@](C)(CC/C=C(/C)\CO)[C@H]3CC[C@@]4([C@@H]3CC[C@H]5[C@]4([C@H](C[C@@H]6[C@@]5(CC[C@@H](C6(C)C)O)C)O)C)C)CO)O)O)O)O)O
• InChI: InChI=1S/C42H72O13/c1-21(19-43)10-9-15-41(7,55-37-35(33(50)31(48)25(20-44)53-37)54-36-34(51)32(49)30(47)22(2)52-36)24-13-17-40(6)23(24)11-12-26-39(5)16-14-28(45)38(3,4)27(39)18-29(46)42(26,40)8/h10,22-37,43-51H,9,11-20H2,1-8H3/b21-10-/t22-,23+,24-,25+,26+,27-,28-,29-,30-,31+,32+,33-,34+,35+,36-,37-,39+,40+,41-,42-/m0/s1
• InChI Key: GCASFCUJTIEHAJ-VLBPTRETSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₂O₁₃
• Molecular Weight: 785.00 g/mol
• Exact Mass: 784.49729235 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.15
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 10

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	-	0.8802	88.02%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7251	72.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8385	83.85%
OATP1B3 inhibitior	+	0.8189	81.89%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.7708	77.08%
P-glycoprotein substrate	-	0.5475	54.75%
CYP3A4 substrate	+	0.7311	73.11%
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	+	0.6677	66.77%
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	-	0.9115	91.15%
Skin irritation	-	0.5956	59.56%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.7695	76.95%
Human Ether-a-go-go-Related Gene inhibition	+	0.8398	83.98%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6460	64.60%
skin sensitisation	-	0.8991	89.91%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.9292	92.92%
Acute Oral Toxicity (c)	I	0.5677	56.77%
Estrogen receptor binding	+	0.6884	68.84%
Androgen receptor binding	+	0.7451	74.51%
Thyroid receptor binding	-	0.5771	57.71%
Glucocorticoid receptor binding	+	0.6321	63.21%
Aromatase binding	+	0.6837	68.37%
PPAR gamma	+	0.7236	72.36%
Honey bee toxicity	-	0.5617	56.17%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
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	98.17%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.46%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	96.25%	91.49%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.15%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.48%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.93%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.09%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.81%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.88%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.39%	95.89%
CHEMBL206	P03372	Estrogen receptor alpha	87.68%	97.64%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.83%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	86.33%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.50%	96.09%
CHEMBL2581	P07339	Cathepsin D	84.57%	98.95%
CHEMBL259	P32245	Melanocortin receptor 4	84.29%	95.38%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	84.11%	97.86%
CHEMBL226	P30542	Adenosine A1 receptor	83.03%	95.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.72%	92.94%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.60%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.61%	96.90%
CHEMBL3589	P55263	Adenosine kinase	81.51%	98.05%
CHEMBL233	P35372	Mu opioid receptor	81.37%	97.93%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.26%	93.04%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.21%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.00%	95.83%
CHEMBL2996	Q05655	Protein kinase C delta	80.95%	97.79%
CHEMBL3401	O75469	Pregnane X receptor	80.92%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.13%	95.89%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.04%	95.58%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.00%	90.08%

Plants that contains it

• Actinostemma tenerum

Cross-Links

• PubChem: 163185086
• LOTUS: LTS0041056
• wikiData: Q105006175