[4-[3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-[3,4-dihydroxy-6-methyl-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-2-yl] 10-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-11-hydroxy-9-(hydroxymethyl)-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: d4ddc393-19eb-44c6-bc4b-5423ebe6e0d0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [4-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-[3,4-dihydroxy-6-methyl-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-2-yl] 10-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-11-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4)C)(CCC7C6(CC(C(C7(C)CO)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)CO)O)O)O)O)C)C)(C)C)CO)O)OC1C(C(C(O1)CO)O)O)O)O)OC1C(C(C(CO1)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(C(OC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4)C)(CCC7C6(CC(C(C7(C)CO)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)CO)O)O)O)O)C)C)(C)C)CO)O)OC1C(C(C(O1)CO)O)O)O)O)OC1C(C(C(CO1)O)O)O
• InChI: InChI=1S/C64H104O32/c1-24-47(91-52-43(80)35(72)28(71)22-85-52)42(79)46(83)53(86-24)94-50-48(92-54-44(81)38(75)31(20-67)88-54)39(76)32(21-68)90-57(50)96-58(84)64-14-12-59(2,3)16-26(64)25-8-9-34-60(4)17-27(70)51(61(5,23-69)33(60)10-11-63(34,7)62(25,6)13-15-64)95-56-49(41(78)37(74)30(19-66)89-56)93-55-45(82)40(77)36(73)29(18-65)87-55/h8,24,26-57,65-83H,9-23H2,1-7H3
• InChI Key: SQRYIZBDHSCVGE-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₄H₁₀₄O₃₂
• Molecular Weight: 1385.50 g/mol
• Exact Mass: 1384.6510711 g/mol
• Topological Polar Surface Area (TPSA): 512.00 Ų
• XlogP: -3.30
• Atomic LogP (AlogP): -6.14
• H-Bond Acceptor: 32
• H-Bond Donor: 19
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8593	85.93%
Caco-2	-	0.8756	87.56%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8538	85.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8309	83.09%
OATP1B3 inhibitior	-	0.2138	21.38%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9631	96.31%
P-glycoprotein inhibitior	+	0.7452	74.52%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7309	73.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.9081	90.81%
CYP2C9 inhibition	-	0.8652	86.52%
CYP2C19 inhibition	-	0.9198	91.98%
CYP2D6 inhibition	-	0.9299	92.99%
CYP1A2 inhibition	-	0.9086	90.86%
CYP2C8 inhibition	+	0.7306	73.06%
CYP inhibitory promiscuity	-	0.9357	93.57%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5124	51.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8984	89.84%
Skin irritation	-	0.5174	51.74%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7970	79.70%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.9021	90.21%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7068	70.68%
Acute Oral Toxicity (c)	III	0.6216	62.16%
Estrogen receptor binding	+	0.7586	75.86%
Androgen receptor binding	+	0.7532	75.32%
Thyroid receptor binding	+	0.6432	64.32%
Glucocorticoid receptor binding	+	0.7899	78.99%
Aromatase binding	+	0.6765	67.65%
PPAR gamma	+	0.8313	83.13%
Honey bee toxicity	-	0.6724	67.24%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9565	95.65%

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	99.24%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	98.34%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.42%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.50%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.25%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.76%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.76%	95.17%
CHEMBL2581	P07339	Cathepsin D	89.07%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.34%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.29%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.94%	95.56%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.76%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.71%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.63%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.94%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.33%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.19%	91.07%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.06%	86.92%
CHEMBL4302	P08183	P-glycoprotein 1	83.01%	92.98%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.44%	95.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.75%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.34%	95.89%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.01%	92.78%

Plants that contains it

• Polygala japonica

Cross-Links

• PubChem: 162821252
• LOTUS: LTS0206627
• wikiData: Q105258477