(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(3S,5R,7S,8R,9R,10S,13R,14R,17S)-7-hydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)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-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 5b43740d-abce-4567-8601-6951e41b3ffa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(3S,5R,7S,8R,9R,10S,13R,14R,17S)-7-hydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)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-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C5CCC6C(CCC6(C5(C(CC4C3(C)C)O)C)C)C(C)(CCC=C(C)C)OC7C(C(C(C(O7)CO)O)O)O)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@H]3CC[C@@]4([C@H]5CC[C@@H]6[C@H](CC[C@]6([C@@]5([C@H](C[C@H]4C3(C)C)O)C)C)[C@](C)(CCC=C(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)CO)O)O)O)O)O
• InChI: InChI=1S/C48H82O17/c1-22(2)11-10-16-47(8,65-42-39(59)36(56)33(53)26(20-49)61-42)25-14-18-46(7)24(25)12-13-28-45(6)17-15-31(44(4,5)29(45)19-30(51)48(28,46)9)63-43-40(37(57)34(54)27(21-50)62-43)64-41-38(58)35(55)32(52)23(3)60-41/h11,23-43,49-59H,10,12-21H2,1-9H3/t23-,24+,25-,26+,27+,28+,29-,30-,31-,32-,33+,34+,35+,36-,37-,38+,39+,40+,41-,42-,43-,45+,46+,47-,48-/m0/s1
• InChI Key: XEHFWQQIYCLZRL-JPBBTYEUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₈₂O₁₇
• Molecular Weight: 931.20 g/mol
• Exact Mass: 930.55520114 g/mol
• Topological Polar Surface Area (TPSA): 278.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 1.00
• H-Bond Acceptor: 17
• H-Bond Donor: 11
• Rotatable Bonds: 12

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	-	0.8994	89.94%
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	+	0.8088	80.88%
OATP1B3 inhibitior	+	0.8189	81.89%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7992	79.92%
P-glycoprotein inhibitior	+	0.7640	76.40%
P-glycoprotein substrate	-	0.6320	63.20%
CYP3A4 substrate	+	0.7281	72.81%
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	+	0.6868	68.68%
CYP inhibitory promiscuity	-	0.9413	94.13%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6474	64.74%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9049	90.49%
Skin irritation	-	0.5956	59.56%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.7254	72.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8118	81.18%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5855	58.55%
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	-	0.9098	90.98%
Acute Oral Toxicity (c)	I	0.5677	56.77%
Estrogen receptor binding	+	0.7839	78.39%
Androgen receptor binding	+	0.7486	74.86%
Thyroid receptor binding	-	0.5402	54.02%
Glucocorticoid receptor binding	+	0.7001	70.01%
Aromatase binding	+	0.6801	68.01%
PPAR gamma	+	0.7784	77.84%
Honey bee toxicity	-	0.5442	54.42%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
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	97.44%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.05%	97.25%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.34%	97.36%
CHEMBL1951	P21397	Monoamine oxidase A	94.25%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.13%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.31%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.03%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.46%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.13%	92.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.00%	96.61%
CHEMBL206	P03372	Estrogen receptor alpha	88.65%	97.64%
CHEMBL1937	Q92769	Histone deacetylase 2	87.64%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.36%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.76%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.37%	91.24%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.18%	95.50%
CHEMBL259	P32245	Melanocortin receptor 4	85.03%	95.38%
CHEMBL226	P30542	Adenosine A1 receptor	84.81%	95.93%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.19%	100.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.16%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.86%	93.04%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.81%	95.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.61%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.29%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.05%	95.83%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.90%	96.90%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.65%	100.00%

Plants that contains it

• Luffa operculata

Cross-Links

• PubChem: 162845474
• LOTUS: LTS0155119
• wikiData: Q105326340