(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(6R,10R,12S,14R)-3,12-dihydroxy-17-[(E,2S)-2-hydroxy-6-methyloct-5-en-2-yl]-4,4,10,14-tetramethyl-1,2,3,5,6,7,8,9,11,12,13,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: c1d2d28a-0e60-448c-940b-8584c77d2162
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(6R,10R,12S,14R)-3,12-dihydroxy-17-[(E,2S)-2-hydroxy-6-methyloct-5-en-2-yl]-4,4,10,14-tetramethyl-1,2,3,5,6,7,8,9,11,12,13,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CCC(=CCCC(C)(C1CCC2(C1C(CC3C2CC(C4C3(CCC(C4(C)C)O)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)C)O)O)O)O)C)O)C
• SMILES (Isomeric): CC/C(=C/CC[C@@](C)(C1CC[C@]2(C1[C@H](CC3C2C[C@H](C4[C@@]3(CCC(C4(C)C)O)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@@H]([C@H]([C@@H](O6)C)O)O)O)O)C)O)/C
• InChI: InChI=1S/C42H72O13/c1-9-20(2)11-10-14-42(8,51)22-12-15-40(6)24-18-26(36-39(4,5)28(45)13-16-41(36,7)23(24)17-25(44)29(22)40)53-38-35(33(49)31(47)27(19-43)54-38)55-37-34(50)32(48)30(46)21(3)52-37/h11,21-38,43-51H,9-10,12-19H2,1-8H3/b20-11+/t21-,22?,23?,24?,25-,26+,27+,28?,29?,30-,31+,32+,33-,34+,35+,36?,37-,38+,40+,41+,42-/m0/s1
• InChI Key: QOVKKEKBURQILF-HOJASPKOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₂O₁₃
• Molecular Weight: 785.00 g/mol
• Exact Mass: 784.49729235 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.15
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

• SCHEMBL15557558
• AKOS032948327
• (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(6R,10R,12S,14R)-3,12-dihydroxy-17-[(E,2S)-2-hydroxy-6-methyloct-5-en-2-yl]-4,4,10,14-tetramethyl-1,2,3,5,6,7,8,9,11,12,13,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• LS-71605

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8585	85.85%
Caco-2	-	0.8758	87.58%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6788	67.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8449	84.49%
OATP1B3 inhibitior	+	0.8526	85.26%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5870	58.70%
P-glycoprotein inhibitior	+	0.7846	78.46%
P-glycoprotein substrate	-	0.5298	52.98%
CYP3A4 substrate	+	0.7347	73.47%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8406	84.06%
CYP3A4 inhibition	-	0.7997	79.97%
CYP2C9 inhibition	-	0.8075	80.75%
CYP2C19 inhibition	-	0.8903	89.03%
CYP2D6 inhibition	-	0.9282	92.82%
CYP1A2 inhibition	-	0.8955	89.55%
CYP2C8 inhibition	+	0.6722	67.22%
CYP inhibitory promiscuity	-	0.8590	85.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6481	64.81%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9176	91.76%
Skin irritation	-	0.5223	52.23%
Skin corrosion	-	0.9463	94.63%
Ames mutagenesis	-	0.7654	76.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8321	83.21%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7552	75.52%
skin sensitisation	-	0.8991	89.91%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9548	95.48%
Acute Oral Toxicity (c)	III	0.4747	47.47%
Estrogen receptor binding	+	0.6848	68.48%
Androgen receptor binding	+	0.6478	64.78%
Thyroid receptor binding	-	0.5906	59.06%
Glucocorticoid receptor binding	+	0.6384	63.84%
Aromatase binding	+	0.6869	68.69%
PPAR gamma	+	0.7126	71.26%
Honey bee toxicity	-	0.5584	55.84%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9550	95.50%

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	98.79%	91.11%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	96.50%	95.58%
CHEMBL226	P30542	Adenosine A1 receptor	95.28%	95.93%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.10%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.84%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.65%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.86%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.81%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.69%	92.94%
CHEMBL1951	P21397	Monoamine oxidase A	90.62%	91.49%
CHEMBL1977	P11473	Vitamin D receptor	90.43%	99.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.81%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.41%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.22%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	87.41%	97.79%
CHEMBL2581	P07339	Cathepsin D	86.78%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.71%	89.00%
CHEMBL1871	P10275	Androgen Receptor	84.50%	96.43%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.29%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	84.23%	94.73%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.72%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.20%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.45%	96.90%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.39%	96.21%
CHEMBL1937	Q92769	Histone deacetylase 2	81.38%	94.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.15%	95.89%
CHEMBL206	P03372	Estrogen receptor alpha	80.97%	97.64%

Plants that contains it

• Panax ginseng
• Panax japonicus
• Panax notoginseng
• Panax quinquefolius

Cross-Links

• PubChem: 6441009
• NPASS: NPC169885
• LOTUS: LTS0213353
• wikiData: Q105225143