(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[(2R,5R)-5-hydroxy-6-methyl-2-[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,6,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-6-en-2-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: c7e14e91-f50f-4658-b025-cd18f36eb406
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[(2R,5R)-5-hydroxy-6-methyl-2-[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,6,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-6-en-2-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC(=C)C(CCC(C)(C1CCC2(C1C(CC3C2(CC(C4C3(CCC(C4(C)C)O)C)O)C)O)C)OC5C(C(C(C(O5)CO)O)O)O)O
• SMILES (Isomeric): CC(=C)[C@@H](CC[C@](C)([C@H]1CC[C@@]2([C@@H]1[C@@H](C[C@H]3[C@]2(C[C@@H]([C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)O)C)O)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O
• InChI: InChI=1S/C36H62O10/c1-18(2)20(38)10-14-36(8,46-31-29(44)28(43)27(42)23(17-37)45-31)19-9-13-34(6)26(19)21(39)15-24-33(5)12-11-25(41)32(3,4)30(33)22(40)16-35(24,34)7/h19-31,37-44H,1,9-17H2,2-8H3/t19-,20+,21+,22-,23+,24+,25-,26-,27+,28-,29+,30-,31-,33+,34+,35+,36+/m0/s1
• InChI Key: YWQANVSRCZLIRL-DHMNAZGDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₆₂O₁₀
• Molecular Weight: 654.90 g/mol
• Exact Mass: 654.43429817 g/mol
• Topological Polar Surface Area (TPSA): 180.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.27
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7993	79.93%
Caco-2	-	0.8570	85.70%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6807	68.07%
OATP2B1 inhibitior	-	0.7228	72.28%
OATP1B1 inhibitior	+	0.8569	85.69%
OATP1B3 inhibitior	+	0.8517	85.17%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7042	70.42%
BSEP inhibitior	-	0.6907	69.07%
P-glycoprotein inhibitior	+	0.6828	68.28%
P-glycoprotein substrate	-	0.5082	50.82%
CYP3A4 substrate	+	0.7228	72.28%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.8365	83.65%
CYP2C9 inhibition	-	0.7654	76.54%
CYP2C19 inhibition	-	0.8412	84.12%
CYP2D6 inhibition	-	0.9339	93.39%
CYP1A2 inhibition	-	0.8151	81.51%
CYP2C8 inhibition	+	0.5352	53.52%
CYP inhibitory promiscuity	-	0.8952	89.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7308	73.08%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9177	91.77%
Skin irritation	-	0.5323	53.23%
Skin corrosion	-	0.9428	94.28%
Ames mutagenesis	-	0.7639	76.39%
Human Ether-a-go-go-Related Gene inhibition	+	0.7694	76.94%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.6833	68.33%
skin sensitisation	-	0.8861	88.61%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6669	66.69%
Acute Oral Toxicity (c)	I	0.4547	45.47%
Estrogen receptor binding	+	0.6064	60.64%
Androgen receptor binding	+	0.7338	73.38%
Thyroid receptor binding	-	0.5090	50.90%
Glucocorticoid receptor binding	+	0.5775	57.75%
Aromatase binding	+	0.6747	67.47%
PPAR gamma	+	0.6622	66.22%
Honey bee toxicity	-	0.5900	59.00%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9714	97.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.84%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	98.54%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.45%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.37%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.75%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.36%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.59%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.08%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.32%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.11%	94.45%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	89.44%	92.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.42%	85.14%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.22%	92.86%
CHEMBL237	P41145	Kappa opioid receptor	89.11%	98.10%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.80%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	87.50%	97.79%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.31%	97.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.62%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.30%	95.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.23%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.17%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.14%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	84.65%	95.93%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	84.64%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	82.21%	95.38%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.21%	90.24%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.15%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.73%	89.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.59%	82.50%

Plants that contains it

• Panax ginseng

Cross-Links

• PubChem: 163191426
• LOTUS: LTS0162571
• wikiData: Q105367039