[(2S,3R,4S,5R,6R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9S,10R,11S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-9-formyl-11-hydroxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: adf12944-c469-4fb6-8b1b-ec3fbee76d5e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5R,6R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9S,10R,11S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-9-formyl-11-hydroxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• InChI: InChI=1S/C64H102O32/c1-25-45(91-51-42(79)35(72)29(71)21-85-51)41(78)44(81)52(87-25)94-48-46(92-56-49(82)64(84,23-69)24-86-56)38(75)32(20-67)90-55(48)96-57(83)63-14-12-58(2,3)16-27(63)26-8-9-34-59(4)17-28(70)50(60(5,22-68)33(59)10-11-62(34,7)61(26,6)13-15-63)95-54-47(40(77)37(74)31(19-66)89-54)93-53-43(80)39(76)36(73)30(18-65)88-53/h8,22,25,27-56,65-67,69-82,84H,9-21,23-24H2,1-7H3/t25-,27-,28-,29+,30+,31+,32+,33+,34+,35-,36+,37+,38+,39-,40-,41-,42+,43+,44+,45-,46-,47+,48+,49-,50-,51-,52-,53-,54-,55-,56-,59-,60-,61+,62+,63-,64+/m0/s1
• InChI Key: XWQHOMBGYWNDCQ-BFPPQGEQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₄H₁₀₂O₃₂
• Molecular Weight: 1383.50 g/mol
• Exact Mass: 1382.6354211 g/mol
• Topological Polar Surface Area (TPSA): 509.00 Ų
• XlogP: -3.70
• Atomic LogP (AlogP): -5.93
• H-Bond Acceptor: 32
• H-Bond Donor: 18
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8427	84.27%
Caco-2	-	0.8677	86.77%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8733	87.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8043	80.43%
OATP1B3 inhibitior	+	0.8381	83.81%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9716	97.16%
P-glycoprotein inhibitior	+	0.7441	74.41%
P-glycoprotein substrate	+	0.6302	63.02%
CYP3A4 substrate	+	0.7397	73.97%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.8635	86.35%
CYP3A4 inhibition	-	0.8187	81.87%
CYP2C9 inhibition	-	0.8372	83.72%
CYP2C19 inhibition	-	0.9259	92.59%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.9133	91.33%
CYP2C8 inhibition	+	0.7886	78.86%
CYP inhibitory promiscuity	-	0.9476	94.76%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4689	46.89%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8976	89.76%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7938	79.38%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7949	79.49%
skin sensitisation	-	0.9098	90.98%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6907	69.07%
Acute Oral Toxicity (c)	III	0.6742	67.42%
Estrogen receptor binding	+	0.6889	68.89%
Androgen receptor binding	+	0.7615	76.15%
Thyroid receptor binding	+	0.7072	70.72%
Glucocorticoid receptor binding	+	0.8081	80.81%
Aromatase binding	+	0.6687	66.87%
PPAR gamma	+	0.8319	83.19%
Honey bee toxicity	-	0.6357	63.57%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9692	96.92%

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	99.30%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.38%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.95%	95.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.16%	95.17%
CHEMBL4302	P08183	P-glycoprotein 1	94.72%	92.98%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.51%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.43%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.04%	94.45%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	93.67%	91.24%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.84%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.33%	86.92%
CHEMBL2581	P07339	Cathepsin D	91.95%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.00%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.72%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.20%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	87.78%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.06%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.96%	91.07%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.44%	94.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.19%	92.94%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.24%	96.90%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.14%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	81.43%	91.19%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.23%	95.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.22%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.00%	95.89%

Plants that contains it

• Polygala japonica

Cross-Links

• PubChem: 10034435
• LOTUS: LTS0128051
• wikiData: Q105343720