[4-acetyloxy-6-[[3-hydroxy-17-(3-hydroxy-6-methylheptan-2-yl)-10,13-dimethyl-16-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl]oxy]-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] acetate

Details

• Internal ID: 1501295e-7788-4f1a-8a12-5e590691bfd9
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [4-acetyloxy-6-[[3-hydroxy-17-(3-hydroxy-6-methylheptan-2-yl)-10,13-dimethyl-16-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl]oxy]-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3CC(CC4=CCC5C(C34C)CCC6(C5CC(C6C(C)C(CCC(C)C)O)OC7C(C(C(C(O7)CO)O)O)O)C)O)OC(=O)C)OC(=O)C)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(COC2OC3CC(CC4=CCC5C(C34C)CCC6(C5CC(C6C(C)C(CCC(C)C)O)OC7C(C(C(C(O7)CO)O)O)O)C)O)OC(=O)C)OC(=O)C)O)O)O
• InChI: InChI=1S/C48H78O19/c1-20(2)9-12-30(53)21(3)35-31(64-45-41(59)39(57)37(55)32(18-49)65-45)17-29-27-11-10-25-15-26(52)16-34(48(25,8)28(27)13-14-47(29,35)7)66-46-43(67-44-40(58)38(56)36(54)22(4)61-44)42(63-24(6)51)33(19-60-46)62-23(5)50/h10,20-22,26-46,49,52-59H,9,11-19H2,1-8H3
• InChI Key: OLBXKKFMVMOIDA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₈O₁₉
• Molecular Weight: 959.10 g/mol
• Exact Mass: 958.51373025 g/mol
• Topological Polar Surface Area (TPSA): 290.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 0.58
• H-Bond Acceptor: 19
• H-Bond Donor: 9
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8033	80.33%
Caco-2	-	0.8820	88.20%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8646	86.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8436	84.36%
OATP1B3 inhibitior	-	0.2602	26.02%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.5526	55.26%
BSEP inhibitior	+	0.8930	89.30%
P-glycoprotein inhibitior	+	0.7593	75.93%
P-glycoprotein substrate	+	0.7011	70.11%
CYP3A4 substrate	+	0.7572	75.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8827	88.27%
CYP3A4 inhibition	-	0.8747	87.47%
CYP2C9 inhibition	-	0.8578	85.78%
CYP2C19 inhibition	-	0.9333	93.33%
CYP2D6 inhibition	-	0.9482	94.82%
CYP1A2 inhibition	-	0.9200	92.00%
CYP2C8 inhibition	+	0.7357	73.57%
CYP inhibitory promiscuity	-	0.9612	96.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5789	57.89%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9072	90.72%
Skin irritation	-	0.5158	51.58%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7701	77.01%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6695	66.95%
skin sensitisation	-	0.9124	91.24%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9551	95.51%
Acute Oral Toxicity (c)	III	0.7092	70.92%
Estrogen receptor binding	+	0.8366	83.66%
Androgen receptor binding	+	0.7086	70.86%
Thyroid receptor binding	-	0.4893	48.93%
Glucocorticoid receptor binding	+	0.7000	70.00%
Aromatase binding	+	0.6302	63.02%
PPAR gamma	+	0.7828	78.28%
Honey bee toxicity	-	0.5997	59.97%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9631	96.31%

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	98.88%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	98.04%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.96%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.27%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	95.31%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.29%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.46%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.40%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.65%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.35%	100.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	90.85%	89.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.64%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.06%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.53%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.30%	91.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.89%	97.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.68%	96.00%
CHEMBL5255	O00206	Toll-like receptor 4	85.17%	92.50%
CHEMBL332	P03956	Matrix metalloproteinase-1	84.17%	94.50%
CHEMBL237	P41145	Kappa opioid receptor	84.09%	98.10%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.76%	85.14%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.60%	95.58%
CHEMBL3401	O75469	Pregnane X receptor	83.54%	94.73%
CHEMBL4073	P09237	Matrix metalloproteinase 7	83.46%	97.56%
CHEMBL5028	O14672	ADAM10	82.97%	97.50%
CHEMBL221	P23219	Cyclooxygenase-1	82.47%	90.17%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.99%	89.44%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.89%	92.78%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.89%	97.29%
CHEMBL340	P08684	Cytochrome P450 3A4	81.41%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.97%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.59%	97.36%

Plants that contains it

• Ruscus hypophyllum

Cross-Links

• PubChem: 163022560
• LOTUS: LTS0244400
• wikiData: Q105193899