[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2R,4aS,6aR,6aS,6bR,8aR,9R,10S,11R,12aR)-10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-3,4,5,6,6a,7,8,8a,10,11,12,13-dodecahydro-2H-picene-4a-carboxylate

Details

• Internal ID: 586a310c-7898-4f24-a9df-ee385092989a
• 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] (2R,4aS,6aR,6aS,6bR,8aR,9R,10S,11R,12aR)-10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-3,4,5,6,6a,7,8,8a,10,11,12,13-dodecahydro-2H-picene-4a-carboxylate
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)O)O)C)C)C2=C1C)C)C(=O)OC6C(C(C(C(O6)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]([C@@]5(C)CO)O)O)C)C)C2=C1C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C36H56O10/c1-18-9-12-36(31(44)46-30-28(42)27(41)26(40)22(16-37)45-30)14-13-34(5)20(25(36)19(18)2)7-8-24-32(3)15-21(39)29(43)33(4,17-38)23(32)10-11-35(24,34)6/h7,18,21-24,26-30,37-43H,8-17H2,1-6H3/t18-,21-,22-,23-,24-,26-,27+,28-,29-,30+,32+,33+,34-,35-,36+/m1/s1
• InChI Key: YUQOBDWWVKXUMV-DUHBLQKFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₆O₁₀
• Molecular Weight: 648.80 g/mol
• Exact Mass: 648.38734798 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7816	78.16%
Caco-2	-	0.8303	83.03%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8204	82.04%
OATP2B1 inhibitior	-	0.7194	71.94%
OATP1B1 inhibitior	+	0.8483	84.83%
OATP1B3 inhibitior	-	0.3793	37.93%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.6664	66.64%
P-glycoprotein inhibitior	+	0.6896	68.96%
P-glycoprotein substrate	-	0.6111	61.11%
CYP3A4 substrate	+	0.7173	71.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8541	85.41%
CYP3A4 inhibition	-	0.8962	89.62%
CYP2C9 inhibition	-	0.9176	91.76%
CYP2C19 inhibition	-	0.8899	88.99%
CYP2D6 inhibition	-	0.9428	94.28%
CYP1A2 inhibition	-	0.8393	83.93%
CYP2C8 inhibition	+	0.6624	66.24%
CYP inhibitory promiscuity	-	0.9592	95.92%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6960	69.60%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9213	92.13%
Skin irritation	-	0.5684	56.84%
Skin corrosion	-	0.9512	95.12%
Ames mutagenesis	-	0.7707	77.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.7589	75.89%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7602	76.02%
skin sensitisation	-	0.9134	91.34%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6966	69.66%
Acute Oral Toxicity (c)	III	0.7112	71.12%
Estrogen receptor binding	+	0.6405	64.05%
Androgen receptor binding	+	0.7531	75.31%
Thyroid receptor binding	-	0.5394	53.94%
Glucocorticoid receptor binding	+	0.7096	70.96%
Aromatase binding	+	0.6455	64.55%
PPAR gamma	+	0.6452	64.52%
Honey bee toxicity	-	0.7568	75.68%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5382	53.82%
Fish aquatic toxicity	+	0.9323	93.23%

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	98.16%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.63%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.79%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.16%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.61%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.26%	97.25%
CHEMBL4072	P07858	Cathepsin B	85.82%	93.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.72%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.64%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.51%	94.75%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.87%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.37%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	80.45%	92.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.25%	91.24%

Plants that contains it

• Rubus ellipticus

Cross-Links

• PubChem: 44557352
• LOTUS: LTS0194786
• wikiData: Q105364386