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

Details

• Internal ID: 1acacea5-489b-4cfd-b4fd-e0bdf963fbab
• 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)-17-[(E,2S)-6-hydroperoxy-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-4-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]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(C(CCC2(C1C(CC3(C2CC(C4C3(CCC4C(C)(CC=CC(C)(C)OO)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)OO)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/C42H72O16/c1-37(2,58-53)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: SQJZFCXTJOJNPI-YAYYJKCKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₂O₁₆
• Molecular Weight: 833.00 g/mol
• Exact Mass: 832.48203620 g/mol
• Topological Polar Surface Area (TPSA): 269.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.59
• H-Bond Acceptor: 16
• H-Bond Donor: 11
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5627	56.27%
Caco-2	-	0.8700	87.00%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6365	63.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8245	82.45%
OATP1B3 inhibitior	+	0.8884	88.84%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.6191	61.91%
P-glycoprotein inhibitior	+	0.7591	75.91%
P-glycoprotein substrate	-	0.5761	57.61%
CYP3A4 substrate	+	0.7295	72.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8308	83.08%
CYP3A4 inhibition	-	0.9413	94.13%
CYP2C9 inhibition	-	0.8698	86.98%
CYP2C19 inhibition	-	0.8543	85.43%
CYP2D6 inhibition	-	0.9414	94.14%
CYP1A2 inhibition	-	0.8765	87.65%
CYP2C8 inhibition	+	0.6599	65.99%
CYP inhibitory promiscuity	-	0.9524	95.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6368	63.68%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9085	90.85%
Skin irritation	-	0.6823	68.23%
Skin corrosion	-	0.9304	93.04%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7563	75.63%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8898	88.98%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7173	71.73%
Acute Oral Toxicity (c)	I	0.4658	46.58%
Estrogen receptor binding	+	0.6875	68.75%
Androgen receptor binding	+	0.7367	73.67%
Thyroid receptor binding	-	0.5249	52.49%
Glucocorticoid receptor binding	+	0.6416	64.16%
Aromatase binding	+	0.6447	64.47%
PPAR gamma	+	0.7373	73.73%
Honey bee toxicity	-	0.5957	59.57%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9060	90.60%

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	97.92%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.38%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.46%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.30%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.87%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.31%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.60%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.57%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.71%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.43%	92.94%
CHEMBL259	P32245	Melanocortin receptor 4	87.06%	95.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.54%	100.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	84.66%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.17%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.02%	95.50%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	83.95%	90.24%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.73%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.12%	95.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.11%	94.23%
CHEMBL1977	P11473	Vitamin D receptor	80.86%	99.43%

Plants that contains it

• Panax ginseng

Cross-Links

• PubChem: 16655581
• LOTUS: LTS0055890
• wikiData: Q105258030