(2S,4aS,6bR,12aS)-10-[(2R,3R,4S,5S,6S)-6-butoxycarbonyl-4,5-dihydroxy-3-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-methoxycarbonyloxan-2-yl]oxyoxan-2-yl]oxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid

Details

• Internal ID: 62b9dd90-d0f0-4c83-b624-19a12c3b0d26
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,4aS,6bR,12aS)-10-[(2R,3R,4S,5S,6S)-6-butoxycarbonyl-4,5-dihydroxy-3-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-methoxycarbonyloxan-2-yl]oxyoxan-2-yl]oxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid
• InChI: InChI=1S/C47H72O16/c1-10-11-20-59-38(55)34-30(51)31(52)35(63-39-32(53)28(49)29(50)33(61-39)37(54)58-9)40(62-34)60-27-13-14-45(6)26(42(27,2)3)12-15-47(8)36(45)25(48)21-23-24-22-44(5,41(56)57)17-16-43(24,4)18-19-46(23,47)7/h21,24,26-36,39-40,49-53H,10-20,22H2,1-9H3,(H,56,57)/t24?,26?,27?,28-,29-,30-,31-,32+,33-,34-,35+,36?,39-,40+,43+,44-,45-,46?,47+/m0/s1
• InChI Key: DHJJPSKLKCWPDR-SAFWBZCFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₂O₁₆
• Molecular Weight: 893.10 g/mol
• Exact Mass: 892.48203620 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 3.59
• H-Bond Acceptor: 15
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8967	89.67%
Caco-2	-	0.8732	87.32%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8753	87.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3913	39.13%
OATP1B3 inhibitior	-	0.2172	21.72%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7966	79.66%
P-glycoprotein inhibitior	+	0.7631	76.31%
P-glycoprotein substrate	-	0.5088	50.88%
CYP3A4 substrate	+	0.7477	74.77%
CYP2C9 substrate	-	0.7915	79.15%
CYP2D6 substrate	-	0.8989	89.89%
CYP3A4 inhibition	-	0.7787	77.87%
CYP2C9 inhibition	-	0.8376	83.76%
CYP2C19 inhibition	-	0.8667	86.67%
CYP2D6 inhibition	-	0.9325	93.25%
CYP1A2 inhibition	-	0.8791	87.91%
CYP2C8 inhibition	+	0.7793	77.93%
CYP inhibitory promiscuity	-	0.9031	90.31%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6194	61.94%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9052	90.52%
Skin irritation	-	0.5993	59.93%
Skin corrosion	-	0.9431	94.31%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4439	44.39%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5092	50.92%
skin sensitisation	-	0.8876	88.76%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.6912	69.12%
Acute Oral Toxicity (c)	III	0.6315	63.15%
Estrogen receptor binding	+	0.7787	77.87%
Androgen receptor binding	+	0.7512	75.12%
Thyroid receptor binding	-	0.6385	63.85%
Glucocorticoid receptor binding	+	0.7574	75.74%
Aromatase binding	+	0.6488	64.88%
PPAR gamma	+	0.7923	79.23%
Honey bee toxicity	-	0.7218	72.18%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9842	98.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.80%	90.17%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	98.33%	94.78%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.11%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.86%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.02%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.50%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.60%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.76%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.50%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.88%	92.62%
CHEMBL1951	P21397	Monoamine oxidase A	88.58%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.95%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.94%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.70%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.47%	94.33%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	85.43%	91.81%
CHEMBL3891	P07384	Calpain 1	85.21%	93.04%
CHEMBL5255	O00206	Toll-like receptor 4	84.51%	92.50%
CHEMBL299	P17252	Protein kinase C alpha	84.18%	98.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.04%	99.23%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.49%	97.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.85%	90.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.42%	93.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.21%	96.90%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	80.74%	95.52%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.59%	96.77%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.36%	96.38%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.17%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.14%	82.69%

Plants that contains it

• Glycyrrhiza inflata

Cross-Links

• PubChem: 11968745
• NPASS: NPC41106