(3S,5S,8R,9S,10S,13R,14R,17S)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,4,8,14-tetramethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde

Details

• Internal ID: fb959858-bc6b-4eb7-80a1-64d1a99358df
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (3S,5S,8R,9S,10S,13R,14R,17S)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,4,8,14-tetramethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
• SMILES (Canonical): CC(=CCCC(C)(C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(CO6)O)O)O)C=O)C)C)OC7C(C(C(C(O7)CO)O)O)O)C
• SMILES (Isomeric): CC(=CCC[C@@](C)([C@H]1CC[C@@]2([C@@H]1CC[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)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](CO6)O)O)O)C=O)C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C
• InChI: InChI=1S/C47H78O17/c1-23(2)9-8-15-46(7,64-41-38(58)35(55)33(53)27(19-48)60-41)25-12-16-44(5)24(25)10-11-30-45(44,6)17-13-29-43(3,4)31(14-18-47(29,30)22-50)62-42-39(36(56)34(54)28(20-49)61-42)63-40-37(57)32(52)26(51)21-59-40/h9,22,24-42,48-49,51-58H,8,10-21H2,1-7H3/t24-,25+,26+,27-,28-,29+,30+,31+,32+,33-,34-,35+,36+,37-,38-,39-,40+,41+,42+,44-,45-,46+,47-/m1/s1
• InChI Key: MYAHYVFXMIWVQY-GAZHCEQXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₈O₁₇
• Molecular Weight: 915.10 g/mol
• Exact Mass: 914.52390102 g/mol
• Topological Polar Surface Area (TPSA): 275.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 0.82
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7719	77.19%
Caco-2	-	0.8928	89.28%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8134	81.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8101	81.01%
OATP1B3 inhibitior	-	0.2428	24.28%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.8494	84.94%
P-glycoprotein inhibitior	+	0.7574	75.74%
P-glycoprotein substrate	-	0.5817	58.17%
CYP3A4 substrate	+	0.7311	73.11%
CYP2C9 substrate	-	0.8022	80.22%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.9469	94.69%
CYP2C9 inhibition	-	0.8637	86.37%
CYP2C19 inhibition	-	0.9118	91.18%
CYP2D6 inhibition	-	0.9391	93.91%
CYP1A2 inhibition	-	0.9069	90.69%
CYP2C8 inhibition	+	0.7208	72.08%
CYP inhibitory promiscuity	-	0.9514	95.14%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6516	65.16%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9063	90.63%
Skin irritation	-	0.5512	55.12%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7527	75.27%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5005	50.05%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.5057	50.57%
Acute Oral Toxicity (c)	I	0.4409	44.09%
Estrogen receptor binding	+	0.7931	79.31%
Androgen receptor binding	+	0.7525	75.25%
Thyroid receptor binding	-	0.5483	54.83%
Glucocorticoid receptor binding	+	0.7000	70.00%
Aromatase binding	+	0.6495	64.95%
PPAR gamma	+	0.7678	76.78%
Honey bee toxicity	-	0.5497	54.97%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9413	94.13%

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	97.47%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.78%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.25%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.01%	96.61%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.49%	91.24%
CHEMBL1951	P21397	Monoamine oxidase A	90.82%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.97%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	89.80%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.16%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.82%	97.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.90%	92.88%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.83%	97.36%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.70%	95.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.36%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.78%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.66%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.40%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.16%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	84.70%	95.93%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	84.16%	92.78%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.90%	100.00%
CHEMBL233	P35372	Mu opioid receptor	82.79%	97.93%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.74%	89.34%
CHEMBL2581	P07339	Cathepsin D	82.01%	98.95%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.59%	96.90%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.44%	94.33%
CHEMBL5028	O14672	ADAM10	81.37%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.17%	89.00%
CHEMBL259	P32245	Melanocortin receptor 4	80.74%	95.38%

Plants that contains it

• Gymnema sylvestre

Cross-Links

• PubChem: 102066374
• LOTUS: LTS0109808
• wikiData: Q105174739