[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,2R,5R,6S,9S,12R,13S,14S,18R,19R,21R,22R)-21,27,28,29,32,33,34-heptahydroxy-1-(hydroxymethyl)-5,6,12,13,19-pentamethyl-24,37-dioxo-23,38-dioxaoctacyclo[20.17.0.02,19.05,18.06,15.09,14.025,30.031,36]nonatriaconta-15,25,27,29,31,33,35-heptaene-9-carboxylate

Details

• Internal ID: e9114a0b-24db-4a38-af97-ae819be59c85
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,2R,5R,6S,9S,12R,13S,14S,18R,19R,21R,22R)-21,27,28,29,32,33,34-heptahydroxy-1-(hydroxymethyl)-5,6,12,13,19-pentamethyl-24,37-dioxo-23,38-dioxaoctacyclo[20.17.0.02,19.05,18.06,15.09,14.025,30.031,36]nonatriaconta-15,25,27,29,31,33,35-heptaene-9-carboxylate
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C6C5(COC(=O)C7=CC(=C(C(=C7C8=C(C(=C(C=C8C(=O)O6)O)O)O)O)O)O)CO)O)C)C)C2C1C)C)C(=O)OC9C(C(C(C(O9)CO)O)O)O
• SMILES (Isomeric): C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(C[C@H]([C@H]6[C@@]5(COC(=O)C7=CC(=C(C(=C7C8=C(C(=C(C=C8C(=O)O6)O)O)O)O)O)O)CO)O)C)C)[C@@H]2[C@H]1C)C)C(=O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O
• InChI: InChI=1S/C50H64O19/c1-20-8-11-49(45(65)69-44-40(62)39(61)36(58)28(17-51)67-44)13-12-47(4)24(33(49)21(20)2)6-7-29-46(3)16-27(55)41-50(18-52,30(46)9-10-48(29,47)5)19-66-42(63)22-14-25(53)34(56)37(59)31(22)32-23(43(64)68-41)15-26(54)35(57)38(32)60/h6,14-15,20-21,27-30,33,36,39-41,44,51-62H,7-13,16-19H2,1-5H3/t20-,21+,27-,28-,29-,30-,33+,36-,39+,40-,41+,44+,46-,47-,48-,49+,50-/m1/s1
• InChI Key: GEPCFINLGINXJO-DYPSKBAYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₆₄O₁₉
• Molecular Weight: 969.00 g/mol
• Exact Mass: 968.40417981 g/mol
• Topological Polar Surface Area (TPSA): 331.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 19
• H-Bond Donor: 12
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8003	80.03%
Caco-2	-	0.8644	86.44%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7757	77.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7902	79.02%
OATP1B3 inhibitior	-	0.2535	25.35%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7026	70.26%
BSEP inhibitior	+	0.8324	83.24%
P-glycoprotein inhibitior	+	0.7473	74.73%
P-glycoprotein substrate	+	0.6551	65.51%
CYP3A4 substrate	+	0.7400	74.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.8048	80.48%
CYP2C9 inhibition	-	0.8879	88.79%
CYP2C19 inhibition	-	0.8675	86.75%
CYP2D6 inhibition	-	0.9314	93.14%
CYP1A2 inhibition	-	0.7328	73.28%
CYP2C8 inhibition	+	0.7962	79.62%
CYP inhibitory promiscuity	-	0.9543	95.43%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6356	63.56%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9013	90.13%
Skin irritation	-	0.6886	68.86%
Skin corrosion	-	0.9445	94.45%
Ames mutagenesis	-	0.7354	73.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7305	73.05%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9028	90.28%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7859	78.59%
Acute Oral Toxicity (c)	III	0.4881	48.81%
Estrogen receptor binding	+	0.7738	77.38%
Androgen receptor binding	+	0.7684	76.84%
Thyroid receptor binding	-	0.4946	49.46%
Glucocorticoid receptor binding	+	0.7321	73.21%
Aromatase binding	+	0.6421	64.21%
PPAR gamma	+	0.8071	80.71%
Honey bee toxicity	-	0.6887	68.87%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6150	61.50%
Fish aquatic toxicity	+	0.9930	99.30%

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	99.87%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.54%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	97.45%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.72%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.63%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.83%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.93%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.81%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.37%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.43%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.17%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.49%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.31%	100.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.98%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.91%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	85.28%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.63%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.31%	96.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.03%	91.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.02%	93.03%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.02%	97.36%
CHEMBL5255	O00206	Toll-like receptor 4	83.71%	92.50%
CHEMBL4581	P52732	Kinesin-like protein 1	81.98%	93.18%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.67%	97.14%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.30%	95.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.29%	91.07%

Plants that contains it

• Castanopsis cuspidata

Cross-Links

• PubChem: 163193639
• LOTUS: LTS0233363
• wikiData: Q105007268