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

Details

• Internal ID: eed5bde7-f9b1-4489-843c-6b7fa04722d8
• 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-2-[[(3S,5R,7S,8R,9R,10S,13R,14R,17S)-7-hydroxy-17-[(E,2R)-2-hydroxy-6-methoxy-6-methylhept-4-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]-6-(hydroxymethyl)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)(CC=CC(C)(C)OC)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)(C/C=C/C(C)(C)OC)O)C)CO)O)O)O)O)O
• InChI: InChI=1S/C43H74O13/c1-22-30(46)32(48)34(50)36(53-22)56-35-33(49)31(47)25(21-44)54-37(35)55-29-15-18-40(6)26-13-12-23-24(42(8,51)17-11-16-38(2,3)52-10)14-19-41(23,7)43(26,9)28(45)20-27(40)39(29,4)5/h11,16,22-37,44-51H,12-15,17-21H2,1-10H3/b16-11+/t22-,23+,24-,25+,26+,27-,28-,29-,30-,31+,32+,33-,34+,35+,36-,37-,40+,41+,42+,43-/m0/s1
• InChI Key: NINZYYYNNDXPFU-HSYDKDJRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₇₄O₁₃
• Molecular Weight: 799.00 g/mol
• Exact Mass: 798.51294241 g/mol
• Topological Polar Surface Area (TPSA): 208.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.80
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6542	65.42%
Caco-2	-	0.8773	87.73%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6867	68.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7936	79.36%
OATP1B3 inhibitior	+	0.8628	86.28%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.4871	48.71%
P-glycoprotein inhibitior	+	0.7732	77.32%
P-glycoprotein substrate	-	0.5547	55.47%
CYP3A4 substrate	+	0.7363	73.63%
CYP2C9 substrate	-	0.8020	80.20%
CYP2D6 substrate	-	0.8461	84.61%
CYP3A4 inhibition	-	0.9149	91.49%
CYP2C9 inhibition	-	0.8716	87.16%
CYP2C19 inhibition	-	0.9046	90.46%
CYP2D6 inhibition	-	0.9518	95.18%
CYP1A2 inhibition	-	0.9039	90.39%
CYP2C8 inhibition	+	0.6903	69.03%
CYP inhibitory promiscuity	-	0.9503	95.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6741	67.41%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9105	91.05%
Skin irritation	-	0.6508	65.08%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	-	0.7454	74.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7964	79.64%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7648	76.48%
skin sensitisation	-	0.9159	91.59%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9385	93.85%
Acute Oral Toxicity (c)	I	0.5354	53.54%
Estrogen receptor binding	+	0.7353	73.53%
Androgen receptor binding	+	0.7423	74.23%
Thyroid receptor binding	-	0.5585	55.85%
Glucocorticoid receptor binding	+	0.6960	69.60%
Aromatase binding	+	0.6717	67.17%
PPAR gamma	+	0.7438	74.38%
Honey bee toxicity	-	0.5871	58.71%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8375	83.75%

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	96.49%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.68%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.24%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.89%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.47%	96.61%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.83%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.59%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	90.52%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.60%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.83%	95.89%
CHEMBL233	P35372	Mu opioid receptor	88.09%	97.93%
CHEMBL226	P30542	Adenosine A1 receptor	87.62%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.13%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	86.40%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.91%	89.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	84.81%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	83.13%	95.38%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.99%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.77%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.61%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.58%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.42%	91.24%
CHEMBL1951	P21397	Monoamine oxidase A	82.27%	91.49%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.62%	92.62%
CHEMBL1977	P11473	Vitamin D receptor	80.33%	99.43%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.26%	97.14%

Plants that contains it

• Arisaema erubescens
• Sapindus mukorossi

Cross-Links

• PubChem: 11158610
• NPASS: NPC280251
• LOTUS: LTS0210441
• wikiData: Q105179916