[3-[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] 10-[3-acetamido-5-hydroxy-4-(3,4,5-trihydroxyoxan-2-yl)oxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxy-7-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 615f74d9-8dca-4afd-a8e8-e85c57dbc38e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] 10-[3-acetamido-5-hydroxy-4-(3,4,5-trihydroxyoxan-2-yl)oxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxy-7-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC(=O)NC1C(C(C(OC1OC2CCC3(C4CC=C5C6CC(CCC6(CCC5(C4(C(CC3C2(C)C)O)C)C)C(=O)OC7C(C(C(C(O7)CO)O)O)OC8C(C(CO8)(CO)O)O)(C)C)C)COC9C(C(C(CO9)O)O)O)O)OC1C(C(C(CO1)O)O)O
• SMILES (Isomeric): CC(=O)NC1C(C(C(OC1OC2CCC3(C4CC=C5C6CC(CCC6(CCC5(C4(C(CC3C2(C)C)O)C)C)C(=O)OC7C(C(C(C(O7)CO)O)O)OC8C(C(CO8)(CO)O)O)(C)C)C)COC9C(C(C(CO9)O)O)O)O)OC1C(C(C(CO1)O)O)O
• InChI: InChI=1S/C59H95NO26/c1-25(63)60-36-44(84-49-43(73)38(68)29(65)21-78-49)40(70)31(22-79-48-42(72)37(67)28(64)20-77-48)82-47(36)83-35-11-12-55(6)32-10-9-26-27-18-53(2,3)13-15-58(27,16-14-56(26,7)57(32,8)34(66)17-33(55)54(35,4)5)52(75)86-50-45(41(71)39(69)30(19-61)81-50)85-51-46(74)59(76,23-62)24-80-51/h9,27-51,61-62,64-74,76H,10-24H2,1-8H3,(H,60,63)
• InChI Key: HADBLUBGVMJWKU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₉₅NO₂₆
• Molecular Weight: 1234.40 g/mol
• Exact Mass: 1233.61423214 g/mol
• Topological Polar Surface Area (TPSA): 422.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -3.18
• H-Bond Acceptor: 26
• H-Bond Donor: 15
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6835	68.35%
Caco-2	-	0.8683	86.83%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7459	74.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7901	79.01%
OATP1B3 inhibitior	+	0.9147	91.47%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9661	96.61%
P-glycoprotein inhibitior	+	0.7450	74.50%
P-glycoprotein substrate	+	0.6713	67.13%
CYP3A4 substrate	+	0.7519	75.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8736	87.36%
CYP3A4 inhibition	-	0.8934	89.34%
CYP2C9 inhibition	-	0.8847	88.47%
CYP2C19 inhibition	-	0.8986	89.86%
CYP2D6 inhibition	-	0.9432	94.32%
CYP1A2 inhibition	-	0.9059	90.59%
CYP2C8 inhibition	+	0.7768	77.68%
CYP inhibitory promiscuity	-	0.8193	81.93%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Danger	0.4535	45.35%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.8979	89.79%
Skin irritation	-	0.6970	69.70%
Skin corrosion	-	0.9249	92.49%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7643	76.43%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8553	85.53%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5557	55.57%
Acute Oral Toxicity (c)	III	0.6762	67.62%
Estrogen receptor binding	+	0.7112	71.12%
Androgen receptor binding	+	0.7563	75.63%
Thyroid receptor binding	+	0.6624	66.24%
Glucocorticoid receptor binding	+	0.7954	79.54%
Aromatase binding	+	0.6469	64.69%
PPAR gamma	+	0.8040	80.40%
Honey bee toxicity	-	0.6363	63.63%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9407	94.07%

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	99.11%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.61%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.01%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.72%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	94.57%	97.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.58%	96.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.97%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	91.32%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.73%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.97%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.87%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.33%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.32%	96.95%
CHEMBL2581	P07339	Cathepsin D	89.26%	98.95%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.84%	96.90%
CHEMBL5255	O00206	Toll-like receptor 4	87.45%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	86.68%	91.19%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.23%	95.83%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.70%	91.24%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.26%	86.92%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.96%	95.17%
CHEMBL5028	O14672	ADAM10	83.66%	97.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.83%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.73%	99.23%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.55%	96.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.04%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.01%	97.14%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.41%	92.86%

Plants that contains it

• Entada rheedii

Cross-Links

• PubChem: 163031619
• LOTUS: LTS0202998
• wikiData: Q105024795