(2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,12-dihydroxy-17-[(E,2S)-6-hydroxy-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-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-6-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 7bb265c5-004d-41ed-b9fa-03f83e4c1b07
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,12-dihydroxy-17-[(E,2S)-6-hydroxy-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-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-6-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(C(CCC2(C1C(CC3(C2CC(C4C3(CCC4C(C)(CC=CC(C)(C)O)OC5C(C(C(C(O5)CO)O)O)O)C)O)C)OC6C(C(C(C(O6)CO)O)O)O)C)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1[C@H](C[C@@]3([C@@H]2C[C@H]([C@H]4[C@]3(CC[C@@H]4[C@](C)(C/C=C/C(C)(C)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)O)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)(C)C)O
• InChI: InChI=1S/C42H72O15/c1-37(2,53)12-9-13-42(8,57-36-33(52)31(50)29(48)24(19-44)56-36)20-10-15-40(6)27(20)21(45)16-25-39(5)14-11-26(46)38(3,4)34(39)22(17-41(25,40)7)54-35-32(51)30(49)28(47)23(18-43)55-35/h9,12,20-36,43-53H,10-11,13-19H2,1-8H3/b12-9+/t20-,21+,22-,23+,24+,25+,26-,27-,28+,29+,30-,31-,32+,33+,34-,35+,36-,39+,40+,41+,42-/m0/s1
• InChI Key: HMCPMOZTKYWJSJ-YAYYJKCKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₂O₁₅
• Molecular Weight: 817.00 g/mol
• Exact Mass: 816.48712159 g/mol
• Topological Polar Surface Area (TPSA): 259.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.09
• H-Bond Acceptor: 15
• H-Bond Donor: 11
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5819	58.19%
Caco-2	-	0.8681	86.81%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6855	68.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8331	83.31%
OATP1B3 inhibitior	+	0.8571	85.71%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.5166	51.66%
P-glycoprotein inhibitior	+	0.7576	75.76%
P-glycoprotein substrate	-	0.6274	62.74%
CYP3A4 substrate	+	0.7286	72.86%
CYP2C9 substrate	-	0.8007	80.07%
CYP2D6 substrate	-	0.8411	84.11%
CYP3A4 inhibition	-	0.9499	94.99%
CYP2C9 inhibition	-	0.9049	90.49%
CYP2C19 inhibition	-	0.9009	90.09%
CYP2D6 inhibition	-	0.9549	95.49%
CYP1A2 inhibition	-	0.9233	92.33%
CYP2C8 inhibition	+	0.6530	65.30%
CYP inhibitory promiscuity	-	0.9602	96.02%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6640	66.40%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9093	90.93%
Skin irritation	-	0.6582	65.82%
Skin corrosion	-	0.9524	95.24%
Ames mutagenesis	-	0.7724	77.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7732	77.32%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.9219	92.19%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7072	70.72%
Acute Oral Toxicity (c)	I	0.6662	66.62%
Estrogen receptor binding	+	0.6983	69.83%
Androgen receptor binding	+	0.7349	73.49%
Thyroid receptor binding	-	0.5218	52.18%
Glucocorticoid receptor binding	+	0.6324	63.24%
Aromatase binding	+	0.6483	64.83%
PPAR gamma	+	0.7262	72.62%
Honey bee toxicity	-	0.6059	60.59%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8873	88.73%

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	97.85%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.33%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.55%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.78%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.19%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.60%	96.61%
CHEMBL1977	P11473	Vitamin D receptor	88.96%	99.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.06%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.81%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.53%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.20%	100.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	86.09%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.55%	95.50%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.40%	90.24%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.12%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	83.87%	97.79%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.63%	96.21%
CHEMBL259	P32245	Melanocortin receptor 4	83.18%	95.38%
CHEMBL220	P22303	Acetylcholinesterase	81.83%	94.45%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.04%	94.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.31%	97.14%

Plants that contains it

• Panax ginseng
• Panax japonicus
• Panax notoginseng

Cross-Links

• PubChem: 10676870
• LOTUS: LTS0263097
• wikiData: Q105030455