[(8R,9R,15R)-9,15-dihydroxyheptadec-16-en-11,13-diyn-8-yl] (2S,3S,4S,5R,6R)-6-[[(3S,4aS,6aR,6bS,8aS,12aR,14aS,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate

Details

• Internal ID: 2f287205-432f-4d26-8181-8744ed187ad9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(8R,9R,15R)-9,15-dihydroxyheptadec-16-en-11,13-diyn-8-yl] (2S,3S,4S,5R,6R)-6-[[(3S,4aS,6aR,6bS,8aS,12aR,14aS,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate
• SMILES (Canonical): CCCCCCCC(C(CC#CC#CC(C=C)O)O)OC(=O)C1C(C(C(C(O1)OC2CCC3(C(C2(C)C)CCC4(C3CC=C5C4(CCC6(C5CC(CC6)(C)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O)C)C)C)OC8C(C(C(C(O8)CO)O)O)O)O)O
• SMILES (Isomeric): CCCCCCC[C@H]([C@@H](CC#CC#C[C@@H](C=C)O)O)OC(=O)[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2(C)C)CC[C@@]4([C@H]3CC=C5[C@]4(CC[C@@]6([C@@H]5CC(CC6)(C)C)C(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)C)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O
• InChI: InChI=1S/C65H100O21/c1-10-12-13-14-18-21-39(38(69)20-17-15-16-19-35(68)11-2)80-55(78)53-49(74)50(75)54(85-56-51(76)47(72)45(70)40(33-66)81-56)58(84-53)83-44-25-26-62(7)42(61(44,5)6)24-27-64(9)43(62)23-22-36-37-32-60(3,4)28-30-65(37,31-29-63(36,64)8)59(79)86-57-52(77)48(73)46(71)41(34-67)82-57/h11,22,35,37-54,56-58,66-77H,2,10,12-14,18,20-21,23-34H2,1,3-9H3/t35-,37-,38-,39-,40-,41-,42-,43+,44+,45-,46-,47+,48+,49+,50+,51-,52-,53+,54-,56+,57+,58-,62+,63-,64-,65+/m1/s1
• InChI Key: ZFISZYZPHSICQI-WLPRWAOFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₅H₁₀₀O₂₁
• Molecular Weight: 1217.50 g/mol
• Exact Mass: 1216.67571019 g/mol
• Topological Polar Surface Area (TPSA): 342.00 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 21
• H-Bond Donor: 12
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8112	81.12%
Caco-2	-	0.8642	86.42%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8220	82.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7746	77.46%
OATP1B3 inhibitior	-	0.2905	29.05%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	+	0.9421	94.21%
P-glycoprotein inhibitior	+	0.7443	74.43%
P-glycoprotein substrate	+	0.6336	63.36%
CYP3A4 substrate	+	0.7522	75.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8688	86.88%
CYP3A4 inhibition	+	0.5778	57.78%
CYP2C9 inhibition	-	0.8040	80.40%
CYP2C19 inhibition	-	0.8203	82.03%
CYP2D6 inhibition	-	0.9295	92.95%
CYP1A2 inhibition	-	0.8743	87.43%
CYP2C8 inhibition	+	0.8327	83.27%
CYP inhibitory promiscuity	-	0.9380	93.80%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5998	59.98%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.8975	89.75%
Skin irritation	-	0.5770	57.70%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7554	75.54%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.8271	82.71%
skin sensitisation	-	0.8819	88.19%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8632	86.32%
Acute Oral Toxicity (c)	III	0.7206	72.06%
Estrogen receptor binding	+	0.7182	71.82%
Androgen receptor binding	+	0.7566	75.66%
Thyroid receptor binding	+	0.6143	61.43%
Glucocorticoid receptor binding	+	0.7922	79.22%
Aromatase binding	+	0.6479	64.79%
PPAR gamma	+	0.8134	81.34%
Honey bee toxicity	-	0.6201	62.01%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5831	58.31%
Fish aquatic toxicity	+	0.9888	98.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	99.13%	95.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.70%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.20%	94.45%
CHEMBL2581	P07339	Cathepsin D	98.01%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.53%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.71%	99.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	94.80%	92.86%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.74%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.81%	93.56%
CHEMBL5255	O00206	Toll-like receptor 4	92.26%	92.50%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	91.72%	97.29%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.45%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	91.15%	100.00%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	91.03%	91.81%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.43%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.28%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.16%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.58%	95.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.54%	94.08%
CHEMBL221	P23219	Cyclooxygenase-1	88.50%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.42%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.30%	95.89%
CHEMBL237	P41145	Kappa opioid receptor	85.66%	98.10%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.50%	92.88%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.86%	97.36%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	83.97%	94.97%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.23%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.99%	94.33%
CHEMBL233	P35372	Mu opioid receptor	82.63%	97.93%
CHEMBL2514	O95665	Neurotensin receptor 2	82.21%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.56%	96.90%
CHEMBL4105838	Q96GG9	DCN1-like protein 1	81.09%	95.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.05%	96.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.90%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.63%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	80.33%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.25%	92.62%

Plants that contains it

• Panax ginseng

Cross-Links

• PubChem: 163065470
• LOTUS: LTS0230780
• wikiData: Q105374211