2-((4,5-Dihydroxy-2-(hydroxymethyl)-6-((3,4,5-trihydroxy-6-((8-hydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,9,10,11,12,12a,14a,14b-octadecahydro-12b,8a-(epoxymethano)picen-3-yl)oxy)tetrahydro-2H-pyran-2-yl)methoxy)tetrahydro-2H-pyran-3-yl)oxy)-6-methyltetrahydro-2H-pyran-3,4,5-triol

Details

• Internal ID: cd4603ad-0c5e-44a3-a164-7d4216bc8756
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 2-[4,5-dihydroxy-2-(hydroxymethyl)-6-[[3,4,5-trihydroxy-6-[[2-hydroxy-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]oxan-2-yl]methoxy]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC4CCC5(C(C4(C)CO)CCC6(C5C=CC78C6(CC(C9(C7CC(CC9)(C)C)CO8)O)C)C)C)O)O)O)CO)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC4CCC5(C(C4(C)CO)CCC6(C5C=CC78C6(CC(C9(C7CC(CC9)(C)C)CO8)O)C)C)C)O)O)O)CO)O)O)O
• InChI: InChI=1S/C48H78O18/c1-22-30(52)32(54)35(57)40(62-22)66-38-23(18-49)63-39(37(59)34(38)56)60-19-24-31(53)33(55)36(58)41(64-24)65-29-10-11-43(4)25(44(29,5)20-50)8-12-45(6)26(43)9-13-48-27-16-42(2,3)14-15-47(27,21-61-48)28(51)17-46(45,48)7/h9,13,22-41,49-59H,8,10-12,14-21H2,1-7H3
• InChI Key: QEJKVPWQUWSLGH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₈O₁₈
• Molecular Weight: 943.10 g/mol
• Exact Mass: 942.51881563 g/mol
• Topological Polar Surface Area (TPSA): 287.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.40
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6441	64.41%
Caco-2	-	0.8837	88.37%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6663	66.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8613	86.13%
OATP1B3 inhibitior	+	0.9158	91.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.8156	81.56%
P-glycoprotein inhibitior	+	0.7439	74.39%
P-glycoprotein substrate	+	0.5709	57.09%
CYP3A4 substrate	+	0.7316	73.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8287	82.87%
CYP3A4 inhibition	-	0.9390	93.90%
CYP2C9 inhibition	-	0.8634	86.34%
CYP2C19 inhibition	-	0.8659	86.59%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	-	0.9115	91.15%
CYP2C8 inhibition	+	0.7229	72.29%
CYP inhibitory promiscuity	-	0.9473	94.73%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6210	62.10%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9049	90.49%
Skin irritation	-	0.6612	66.12%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7629	76.29%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6814	68.14%
skin sensitisation	-	0.9108	91.08%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7768	77.68%
Acute Oral Toxicity (c)	I	0.7129	71.29%
Estrogen receptor binding	+	0.8017	80.17%
Androgen receptor binding	+	0.7546	75.46%
Thyroid receptor binding	-	0.5174	51.74%
Glucocorticoid receptor binding	+	0.6520	65.20%
Aromatase binding	+	0.6715	67.15%
PPAR gamma	+	0.7909	79.09%
Honey bee toxicity	-	0.6327	63.27%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9152	91.52%

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	97.82%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.26%	95.93%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.53%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.30%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.22%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.48%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.10%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.35%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.77%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.29%	100.00%
CHEMBL1914	P06276	Butyrylcholinesterase	86.63%	95.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.31%	89.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	85.77%	97.47%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.60%	93.04%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.89%	97.25%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.88%	97.53%
CHEMBL325	Q13547	Histone deacetylase 1	82.95%	95.92%
CHEMBL1871	P10275	Androgen Receptor	82.93%	96.43%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.56%	96.38%
CHEMBL1937	Q92769	Histone deacetylase 2	82.53%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.12%	94.00%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	81.75%	97.86%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.44%	89.05%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.39%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.30%	92.94%
CHEMBL2581	P07339	Cathepsin D	80.69%	98.95%

Plants that contains it

• Bupleurum chinense
• Bupleurum scorzonerifolium

Cross-Links

• PubChem: 44228459
• NPASS: NPC265187