(2S,3R,4S,5S,6R)-2-[(2S,5R)-2-[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-3,12-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]-5,6-dihydroxy-6-methylheptan-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 257abb0b-6e42-4d9f-8888-1872a16f776e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2S,5R)-2-[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-3,12-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]-5,6-dihydroxy-6-methylheptan-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1O)C)CC(C4C3(CCC4C(C)(CCC(C(C)(C)O)O)OC5C(C(C(C(O5)CO)O)O)O)C)O)C)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2C[C@H]([C@H]4[C@]3(CC[C@@H]4[C@](C)(CC[C@H](C(C)(C)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)O)C)(C)C)O
• InChI: InChI=1S/C36H64O10/c1-31(2)22-10-15-34(6)23(33(22,5)13-11-24(31)39)17-20(38)26-19(9-14-35(26,34)7)36(8,16-12-25(40)32(3,4)44)46-30-29(43)28(42)27(41)21(18-37)45-30/h19-30,37-44H,9-18H2,1-8H3/t19-,20+,21+,22-,23+,24-,25+,26-,27+,28-,29+,30-,33-,34+,35+,36-/m0/s1
• InChI Key: ZMTWTVVNIULGFE-KVGQQVSNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₆₄O₁₀
• Molecular Weight: 656.90 g/mol
• Exact Mass: 656.44994823 g/mol
• Topological Polar Surface Area (TPSA): 180.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.49
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6620	66.20%
Caco-2	-	0.8390	83.90%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6681	66.81%
OATP2B1 inhibitior	-	0.7234	72.34%
OATP1B1 inhibitior	+	0.8590	85.90%
OATP1B3 inhibitior	+	0.8978	89.78%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6792	67.92%
BSEP inhibitior	-	0.8260	82.60%
P-glycoprotein inhibitior	+	0.7002	70.02%
P-glycoprotein substrate	-	0.6876	68.76%
CYP3A4 substrate	+	0.7077	70.77%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.8352	83.52%
CYP3A4 inhibition	-	0.8900	89.00%
CYP2C9 inhibition	-	0.8438	84.38%
CYP2C19 inhibition	-	0.8862	88.62%
CYP2D6 inhibition	-	0.9602	96.02%
CYP1A2 inhibition	-	0.8470	84.70%
CYP2C8 inhibition	+	0.4867	48.67%
CYP inhibitory promiscuity	-	0.9522	95.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7385	73.85%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9174	91.74%
Skin irritation	-	0.6579	65.79%
Skin corrosion	-	0.9528	95.28%
Ames mutagenesis	-	0.7439	74.39%
Human Ether-a-go-go-Related Gene inhibition	+	0.7825	78.25%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5624	56.24%
skin sensitisation	-	0.9280	92.80%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8197	81.97%
Acute Oral Toxicity (c)	I	0.4874	48.74%
Estrogen receptor binding	+	0.5734	57.34%
Androgen receptor binding	+	0.7373	73.73%
Thyroid receptor binding	-	0.5148	51.48%
Glucocorticoid receptor binding	+	0.5983	59.83%
Aromatase binding	+	0.6606	66.06%
PPAR gamma	+	0.6457	64.57%
Honey bee toxicity	-	0.6292	62.92%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8417	84.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.70%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.64%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.44%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.28%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.24%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.72%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	92.67%	97.79%
CHEMBL237	P41145	Kappa opioid receptor	92.29%	98.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.33%	95.89%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	89.11%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.01%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.01%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.65%	92.86%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.17%	92.94%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.88%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.60%	97.14%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.39%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.94%	86.33%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	84.76%	92.50%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.45%	90.24%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.42%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	84.27%	95.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.27%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.37%	94.45%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.50%	95.58%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.12%	100.00%
CHEMBL5028	O14672	ADAM10	80.63%	97.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.01%	85.14%

Plants that contains it

• Panax ginseng

Cross-Links

• PubChem: 163045105
• LOTUS: LTS0250910
• wikiData: Q105379717