(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-17-[(2S)-5-hydroperoxy-2-hydroxy-6-methylhept-6-en-2-yl]-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-6-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: c136c639-3e34-4549-ac4a-72063ac9d0e2
• 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)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-17-[(2S)-5-hydroperoxy-2-hydroxy-6-methylhept-6-en-2-yl]-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-6-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(OC2OC3CC4(C(CC(C5C4(CCC5C(C)(CCC(C(=C)C)OO)O)C)O)C6(C3C(C(CC6)O)(C)C)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@H]3C[C@@]4([C@H](C[C@H]([C@H]5[C@]4(CC[C@@H]5[C@](C)(CCC(C(=C)C)OO)O)C)O)[C@@]6([C@@H]3C([C@H](CC6)O)(C)C)C)C)CO)O)O)O)O)O
• InChI: InChI=1S/C42H72O15/c1-19(2)23(57-52)11-15-42(9,51)21-10-14-40(7)28(21)22(44)16-26-39(6)13-12-27(45)38(4,5)35(39)24(17-41(26,40)8)54-37-34(32(49)30(47)25(18-43)55-37)56-36-33(50)31(48)29(46)20(3)53-36/h20-37,43-52H,1,10-18H2,2-9H3/t20-,21-,22+,23?,24-,25+,26+,27-,28-,29-,30+,31+,32-,33+,34+,35-,36-,37+,39+,40+,41+,42-/m0/s1
• InChI Key: YDVZWJBDTALPRC-RZONFAIUSA-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): 248.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.62
• H-Bond Acceptor: 15
• H-Bond Donor: 10
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7254	72.54%
Caco-2	-	0.8798	87.98%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.6442	64.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8404	84.04%
OATP1B3 inhibitior	+	0.8704	87.04%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7119	71.19%
P-glycoprotein inhibitior	+	0.7591	75.91%
P-glycoprotein substrate	+	0.5454	54.54%
CYP3A4 substrate	+	0.7403	74.03%
CYP2C9 substrate	-	0.7899	78.99%
CYP2D6 substrate	-	0.8415	84.15%
CYP3A4 inhibition	-	0.8774	87.74%
CYP2C9 inhibition	-	0.7857	78.57%
CYP2C19 inhibition	-	0.8376	83.76%
CYP2D6 inhibition	-	0.9243	92.43%
CYP1A2 inhibition	-	0.8262	82.62%
CYP2C8 inhibition	+	0.6965	69.65%
CYP inhibitory promiscuity	-	0.9084	90.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6508	65.08%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9061	90.61%
Skin irritation	-	0.5862	58.62%
Skin corrosion	-	0.9252	92.52%
Ames mutagenesis	-	0.7215	72.15%
Human Ether-a-go-go-Related Gene inhibition	+	0.7116	71.16%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7254	72.54%
skin sensitisation	-	0.8657	86.57%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8615	86.15%
Acute Oral Toxicity (c)	III	0.4370	43.70%
Estrogen receptor binding	+	0.6822	68.22%
Androgen receptor binding	+	0.7403	74.03%
Thyroid receptor binding	-	0.5914	59.14%
Glucocorticoid receptor binding	+	0.6232	62.32%
Aromatase binding	+	0.6702	67.02%
PPAR gamma	+	0.7299	72.99%
Honey bee toxicity	-	0.5286	52.86%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9711	97.11%

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	98.96%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.83%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.63%	97.09%
CHEMBL1914	P06276	Butyrylcholinesterase	96.04%	95.00%
CHEMBL2996	Q05655	Protein kinase C delta	95.40%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.98%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.84%	97.36%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.83%	96.61%
CHEMBL1951	P21397	Monoamine oxidase A	91.77%	91.49%
CHEMBL226	P30542	Adenosine A1 receptor	91.70%	95.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.54%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.46%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.85%	86.33%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.07%	95.58%
CHEMBL2581	P07339	Cathepsin D	88.97%	98.95%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	87.23%	100.00%
CHEMBL4105786	P41182	B-cell lymphoma 6 protein	87.04%	92.86%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.29%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	85.25%	94.75%
CHEMBL206	P03372	Estrogen receptor alpha	84.90%	97.64%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.86%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.78%	100.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	84.77%	98.05%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.57%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.50%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.20%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.94%	97.14%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	81.62%	97.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.48%	93.56%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	81.30%	92.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.15%	96.90%

Plants that contains it

• Panax ginseng
• Panax quinquefolius

Cross-Links

• PubChem: 23652021
• NPASS: NPC73608