[17-Acetyl-3-[5-[5-[5-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-8,14,17-trihydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] 2-methylbut-2-enoate

Details

• Internal ID: 94062ed0-d6cd-4d2e-87aa-aedb1c434cd5
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [17-acetyl-3-[5-[5-[5-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-8,14,17-trihydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC2C3(CCC(CC3=CCC2(C4(C1(C(CC4)(C(=O)C)O)C)O)O)OC5CC(C(C(O5)C)OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)OC8C(C(C(C(O8)C)O)OC)O)OC)OC)OC)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1CC2C3(CCC(CC3=CCC2(C4(C1(C(CC4)(C(=O)C)O)C)O)O)OC5CC(C(C(O5)C)OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)OC8C(C(C(C(O8)C)O)OC)O)OC)OC)OC)C
• InChI: InChI=1S/C54H86O20/c1-14-26(2)48(58)71-38-25-37-50(8)17-16-33(21-32(50)15-18-53(37,60)54(61)20-19-52(59,31(7)55)51(38,54)9)70-39-22-34(62-10)44(28(4)66-39)72-40-23-35(63-11)45(29(5)67-40)73-41-24-36(64-12)46(30(6)68-41)74-49-43(57)47(65-13)42(56)27(3)69-49/h14-15,27-30,33-47,49,56-57,59-61H,16-25H2,1-13H3
• InChI Key: KIHAALAJJHCBAB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₆O₂₀
• Molecular Weight: 1055.20 g/mol
• Exact Mass: 1054.57124513 g/mol
• Topological Polar Surface Area (TPSA): 255.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 3.46
• H-Bond Acceptor: 20
• H-Bond Donor: 5
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8916	89.16%
Caco-2	-	0.8638	86.38%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7413	74.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8519	85.19%
OATP1B3 inhibitior	+	0.9150	91.50%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6874	68.74%
BSEP inhibitior	+	0.9763	97.63%
P-glycoprotein inhibitior	+	0.7477	74.77%
P-glycoprotein substrate	+	0.7446	74.46%
CYP3A4 substrate	+	0.7416	74.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9028	90.28%
CYP3A4 inhibition	-	0.8774	87.74%
CYP2C9 inhibition	-	0.9072	90.72%
CYP2C19 inhibition	-	0.9239	92.39%
CYP2D6 inhibition	-	0.9465	94.65%
CYP1A2 inhibition	-	0.8810	88.10%
CYP2C8 inhibition	+	0.6685	66.85%
CYP inhibitory promiscuity	-	0.9725	97.25%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5449	54.49%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9002	90.02%
Skin irritation	+	0.5454	54.54%
Skin corrosion	-	0.9191	91.91%
Ames mutagenesis	-	0.7124	71.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7607	76.07%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.6176	61.76%
skin sensitisation	-	0.8738	87.38%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8372	83.72%
Acute Oral Toxicity (c)	II	0.3208	32.08%
Estrogen receptor binding	+	0.7847	78.47%
Androgen receptor binding	+	0.7609	76.09%
Thyroid receptor binding	+	0.6585	65.85%
Glucocorticoid receptor binding	+	0.8010	80.10%
Aromatase binding	+	0.6990	69.90%
PPAR gamma	+	0.8335	83.35%
Honey bee toxicity	-	0.5855	58.55%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9600	96.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.59%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.18%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.56%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.14%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.87%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.66%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.14%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.38%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.46%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.22%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	85.21%	95.93%
CHEMBL255	P29275	Adenosine A2b receptor	85.20%	98.59%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.10%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.79%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.31%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.27%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.14%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.92%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.89%	99.23%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.64%	97.53%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.34%	97.25%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.02%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.65%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.33%	92.62%

Plants that contains it

• Araujia sericifera

Cross-Links

• PubChem: 85344277
• LOTUS: LTS0150160
• wikiData: Q105141513