(2R,4aS,6aR,6bR,8aR,12aR,14aR,14bS)-4a-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-2,6b,9,9,12a,14b-hexamethyl-10-oxo-3,4,5,6a,7,8,8a,11,12,13,14,14a-dodecahydro-1H-picene-2-carboxylic acid

Details

• Internal ID: 68db7526-e4be-4c63-a345-e2fcc1a19dea
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,4aS,6aR,6bR,8aR,12aR,14aR,14bS)-4a-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxycarbonyl-2,6b,9,9,12a,14b-hexamethyl-10-oxo-3,4,5,6a,7,8,8a,11,12,13,14,14a-dodecahydro-1H-picene-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(CC4(C6CCC7C8(CCC(=O)C(C8CCC7(C6=CC5)C)(C)C)C)C)(C)C(=O)O)O)O)O)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC(=O)[C@]45CC[C@@](C[C@]4([C@H]6CC[C@@H]7[C@]8(CCC(=O)C([C@@H]8CC[C@]7(C6=CC5)C)(C)C)C)C)(C)C(=O)O)O)O)O)CO)O)O)O
• InChI: InChI=1S/C48H74O19/c1-21-29(51)31(53)34(56)39(63-21)66-37-24(18-49)64-38(36(58)33(37)55)62-19-25-30(52)32(54)35(57)40(65-25)67-42(61)48-15-10-22-23(47(48,7)20-44(4,16-17-48)41(59)60)8-9-27-45(22,5)13-11-26-43(2,3)28(50)12-14-46(26,27)6/h10,21,23-27,29-40,49,51-58H,8-9,11-20H2,1-7H3,(H,59,60)/t21-,23-,24+,25+,26-,27-,29-,30+,31+,32-,33+,34+,35+,36+,37+,38+,39-,40-,44+,45-,46-,47-,48-/m0/s1
• InChI Key: JBDHILIFNRJPRN-HRQKASCNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₄O₁₉
• Molecular Weight: 955.10 g/mol
• Exact Mass: 954.48243013 g/mol
• Topological Polar Surface Area (TPSA): 309.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.44
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7181	71.81%
Caco-2	-	0.8791	87.91%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8914	89.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8367	83.67%
OATP1B3 inhibitior	-	0.5187	51.87%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5974	59.74%
BSEP inhibitior	+	0.9494	94.94%
P-glycoprotein inhibitior	+	0.7481	74.81%
P-glycoprotein substrate	+	0.5541	55.41%
CYP3A4 substrate	+	0.7118	71.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8801	88.01%
CYP3A4 inhibition	-	0.9061	90.61%
CYP2C9 inhibition	-	0.8653	86.53%
CYP2C19 inhibition	-	0.9130	91.30%
CYP2D6 inhibition	-	0.9498	94.98%
CYP1A2 inhibition	-	0.8749	87.49%
CYP2C8 inhibition	+	0.7383	73.83%
CYP inhibitory promiscuity	-	0.9549	95.49%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6115	61.15%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9043	90.43%
Skin irritation	-	0.6295	62.95%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	-	0.7079	70.79%
Human Ether-a-go-go-Related Gene inhibition	+	0.7483	74.83%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7558	75.58%
skin sensitisation	-	0.9028	90.28%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.9229	92.29%
Acute Oral Toxicity (c)	III	0.7689	76.89%
Estrogen receptor binding	+	0.8195	81.95%
Androgen receptor binding	+	0.7543	75.43%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7532	75.32%
Aromatase binding	+	0.6446	64.46%
PPAR gamma	+	0.8166	81.66%
Honey bee toxicity	-	0.6593	65.93%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9722	97.22%

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	98.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.63%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.83%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.31%	97.36%
CHEMBL2581	P07339	Cathepsin D	90.66%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.13%	94.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	88.72%	81.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.88%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.70%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	87.13%	95.93%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.93%	93.04%
CHEMBL5255	O00206	Toll-like receptor 4	85.32%	92.50%
CHEMBL5028	O14672	ADAM10	84.49%	97.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.38%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.94%	96.38%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.48%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.88%	95.89%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	82.52%	87.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.39%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.50%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.52%	95.89%

Plants that contains it

• Heptapleurum bodinieri

Cross-Links

• PubChem: 102445409
• LOTUS: LTS0137621
• wikiData: Q105124256