[17-acetyl-11-acetyloxy-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-dihydroxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] 3-methylbutanoate

Details

• Internal ID: 9bc67b2b-16d8-4dd6-a10f-8725d296f77f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [17-acetyl-11-acetyloxy-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-dihydroxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] 3-methylbutanoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4C(OC(CC4OC)OC5CCC6(C7C(C(C8(C(CCC8(C7(CC=C6C5)O)O)C(=O)C)C)OC(=O)CC(C)C)OC(=O)C)C)C)C)C)O)OC)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4C(OC(CC4OC)OC5CCC6(C7C(C(C8(C(CCC8(C7(CC=C6C5)O)O)C(=O)C)C)OC(=O)CC(C)C)OC(=O)C)C)C)C)C)O)OC)O
• InChI: InChI=1S/C56H90O21/c1-26(2)21-39(59)74-51-49(72-32(8)58)50-53(9)18-16-34(22-33(53)15-19-55(50,62)56(63)20-17-35(27(3)57)54(51,56)10)73-40-23-36(64-11)45(29(5)68-40)75-41-24-37(65-12)46(30(6)69-41)76-42-25-38(66-13)47(31(7)70-42)77-52-44(61)48(67-14)43(60)28(4)71-52/h15,26,28-31,34-38,40-52,60-63H,16-25H2,1-14H3
• InChI Key: UTPIMZSRWIIQLS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₉₀O₂₁
• Molecular Weight: 1099.30 g/mol
• Exact Mass: 1098.59745988 g/mol
• Topological Polar Surface Area (TPSA): 261.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.97
• H-Bond Acceptor: 21
• H-Bond Donor: 4
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9036	90.36%
Caco-2	-	0.8635	86.35%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7819	78.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8477	84.77%
OATP1B3 inhibitior	+	0.8290	82.90%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6782	67.82%
BSEP inhibitior	+	0.9821	98.21%
P-glycoprotein inhibitior	+	0.7489	74.89%
P-glycoprotein substrate	+	0.7846	78.46%
CYP3A4 substrate	+	0.7302	73.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8939	89.39%
CYP3A4 inhibition	-	0.7548	75.48%
CYP2C9 inhibition	-	0.8250	82.50%
CYP2C19 inhibition	-	0.8894	88.94%
CYP2D6 inhibition	-	0.9418	94.18%
CYP1A2 inhibition	-	0.9138	91.38%
CYP2C8 inhibition	+	0.6366	63.66%
CYP inhibitory promiscuity	-	0.9423	94.23%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5904	59.04%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9000	90.00%
Skin irritation	+	0.5099	50.99%
Skin corrosion	-	0.9280	92.80%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7425	74.25%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5551	55.51%
skin sensitisation	-	0.8661	86.61%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8252	82.52%
Acute Oral Toxicity (c)	I	0.3848	38.48%
Estrogen receptor binding	+	0.7939	79.39%
Androgen receptor binding	+	0.7547	75.47%
Thyroid receptor binding	+	0.6437	64.37%
Glucocorticoid receptor binding	+	0.8084	80.84%
Aromatase binding	+	0.6797	67.97%
PPAR gamma	+	0.8318	83.18%
Honey bee toxicity	-	0.6380	63.80%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	+	0.9729	97.29%

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	99.40%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.68%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.12%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.75%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	94.69%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.35%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.12%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.70%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.02%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.79%	95.89%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.43%	95.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.08%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.91%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	86.82%	97.79%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.43%	95.71%
CHEMBL5028	O14672	ADAM10	85.52%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	84.55%	91.19%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.47%	89.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.25%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.84%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.50%	96.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.29%	92.50%
CHEMBL255	P29275	Adenosine A2b receptor	82.39%	98.59%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.94%	91.07%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.46%	100.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.33%	92.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.18%	97.09%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.00%	100.00%

Plants that contains it

• Hoya carnosa

Cross-Links

• PubChem: 85212524
• LOTUS: LTS0040612
• wikiData: Q105278968