(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,6S,10R,12R,14R,17S)-3,12-dihydroxy-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-2,4,4,10,14-pentamethyl-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: c7d530ff-0702-4264-b997-9bb6b5b2ae7c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,6S,10R,12R,14R,17S)-3,12-dihydroxy-17-[(2S,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-2,4,4,10,14-pentamethyl-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): CC1CC2(C3CC(C4C(CCC4(C3CC(C2C(C1O)(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)C)O)O)O)C)C7(CCC(O7)C(C)(C)O)C)O)C
• 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]3CC4C(C[C@H](C5[C@@]4(CC[C@@H]5[C@@]6(CC[C@@H](O6)C(C)(C)O)C)C)O)[C@@]7(C3C([C@H](C(C7)C)O)(C)C)C)CO)O)O)O)O)O
• InChI: InChI=1S/C42H72O14/c1-18-16-41(8)21-14-23(44)27-20(42(9)13-11-26(56-42)39(5,6)51)10-12-40(27,7)22(21)15-24(34(41)38(3,4)35(18)50)53-37-33(31(48)29(46)25(17-43)54-37)55-36-32(49)30(47)28(45)19(2)52-36/h18-37,43-51H,10-17H2,1-9H3/t18?,19-,20-,21?,22?,23+,24-,25+,26+,27?,28-,29+,30+,31-,32+,33+,34?,35-,36-,37+,40+,41+,42-/m0/s1
• InChI Key: ODVSKBPWRRQPNN-IYHFKNDQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₂O₁₄
• Molecular Weight: 801.00 g/mol
• Exact Mass: 800.49220697 g/mol
• Topological Polar Surface Area (TPSA): 228.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.21
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7200	72.00%
Caco-2	-	0.8722	87.22%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7535	75.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8731	87.31%
OATP1B3 inhibitior	+	0.9253	92.53%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8921	89.21%
P-glycoprotein inhibitior	+	0.7489	74.89%
P-glycoprotein substrate	+	0.5369	53.69%
CYP3A4 substrate	+	0.7418	74.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8413	84.13%
CYP3A4 inhibition	-	0.8653	86.53%
CYP2C9 inhibition	-	0.8724	87.24%
CYP2C19 inhibition	-	0.9152	91.52%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9167	91.67%
CYP2C8 inhibition	+	0.6649	66.49%
CYP inhibitory promiscuity	-	0.9266	92.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6372	63.72%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9071	90.71%
Skin irritation	-	0.6785	67.85%
Skin corrosion	-	0.9474	94.74%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7637	76.37%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9303	93.03%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.9414	94.14%
Acute Oral Toxicity (c)	I	0.6880	68.80%
Estrogen receptor binding	+	0.5875	58.75%
Androgen receptor binding	+	0.6755	67.55%
Thyroid receptor binding	-	0.5762	57.62%
Glucocorticoid receptor binding	+	0.6380	63.80%
Aromatase binding	+	0.6804	68.04%
PPAR gamma	+	0.6954	69.54%
Honey bee toxicity	-	0.6051	60.51%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8744	87.44%

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	97.84%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.88%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.55%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.86%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.36%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.67%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	90.87%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.75%	100.00%
CHEMBL1871	P10275	Androgen Receptor	89.54%	96.43%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.56%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.18%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.52%	94.00%
CHEMBL2996	Q05655	Protein kinase C delta	87.51%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.49%	95.89%
CHEMBL259	P32245	Melanocortin receptor 4	86.39%	95.38%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.95%	96.90%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.52%	89.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.46%	97.33%
CHEMBL2581	P07339	Cathepsin D	85.44%	98.95%
CHEMBL1977	P11473	Vitamin D receptor	85.04%	99.43%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.41%	89.05%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.25%	94.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.01%	92.94%
CHEMBL1951	P21397	Monoamine oxidase A	83.61%	91.49%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.57%	96.77%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.16%	96.61%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.91%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.57%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	81.25%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.13%	94.45%

Plants that contains it

• Panax ginseng
• Panax notoginseng
• Panax quinquefolius

Cross-Links

• PubChem: 71571452
• NPASS: NPC257159