1-[12-Acetyloxy-3-[5-[3-acetyloxy-4-methoxy-6-methyl-5-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-8,14,17-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethyl benzoate

Details

• Internal ID: 8981292c-95d4-4f4c-af4f-13b226bb29a6
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 1-[12-acetyloxy-3-[5-[3-acetyloxy-4-methoxy-6-methyl-5-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-8,14,17-trihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethyl benzoate
• InChI: InChI=1S/C58H88O26/c1-26-46(83-53-49(79-30(5)61)48(73-9)47(27(2)76-53)84-52-45(67)43(65)41(63)36(82-52)25-74-51-44(66)42(64)40(62)35(24-59)81-51)34(72-8)22-39(75-26)80-33-16-17-54(6)32(21-33)15-18-57(70)37(54)23-38(78-29(4)60)55(7)56(69,19-20-58(55,57)71)28(3)77-50(68)31-13-11-10-12-14-31/h10-14,26-28,32-49,51-53,59,62-67,69-71H,15-25H2,1-9H3
• InChI Key: NLVRKGGYBOCIHF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₈₈O₂₆
• Molecular Weight: 1201.30 g/mol
• Exact Mass: 1200.55638291 g/mol
• Topological Polar Surface Area (TPSA): 374.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.60
• H-Bond Acceptor: 26
• H-Bond Donor: 10
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4855	48.55%
Caco-2	-	0.8614	86.14%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6942	69.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8294	82.94%
OATP1B3 inhibitior	+	0.9146	91.46%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9621	96.21%
P-glycoprotein inhibitior	+	0.7445	74.45%
P-glycoprotein substrate	+	0.7379	73.79%
CYP3A4 substrate	+	0.7486	74.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8834	88.34%
CYP3A4 inhibition	-	0.8344	83.44%
CYP2C9 inhibition	-	0.9208	92.08%
CYP2C19 inhibition	-	0.9023	90.23%
CYP2D6 inhibition	-	0.9601	96.01%
CYP1A2 inhibition	-	0.9083	90.83%
CYP2C8 inhibition	+	0.7479	74.79%
CYP inhibitory promiscuity	-	0.9788	97.88%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6782	67.82%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.8978	89.78%
Skin irritation	-	0.7050	70.50%
Skin corrosion	-	0.9529	95.29%
Ames mutagenesis	-	0.5770	57.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7815	78.15%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5903	59.03%
skin sensitisation	-	0.9427	94.27%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9100	91.00%
Acute Oral Toxicity (c)	I	0.5199	51.99%
Estrogen receptor binding	+	0.7463	74.63%
Androgen receptor binding	+	0.7416	74.16%
Thyroid receptor binding	+	0.7127	71.27%
Glucocorticoid receptor binding	+	0.8224	82.24%
Aromatase binding	+	0.6610	66.10%
PPAR gamma	+	0.8328	83.28%
Honey bee toxicity	-	0.6268	62.68%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5245	52.45%
Fish aquatic toxicity	+	0.8722	87.22%

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	97.61%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.20%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.89%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.57%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.05%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.49%	96.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	91.20%	94.23%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	90.50%	89.44%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.68%	97.09%
CHEMBL1914	P06276	Butyrylcholinesterase	89.60%	95.00%
CHEMBL5028	O14672	ADAM10	89.18%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.76%	89.00%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	88.67%	91.65%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.27%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.87%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.55%	94.08%
CHEMBL1937	Q92769	Histone deacetylase 2	87.05%	94.75%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	86.78%	89.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.54%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	86.39%	95.93%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.47%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.51%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.16%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.04%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.93%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.87%	97.14%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.54%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.42%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.75%	96.47%
CHEMBL5255	O00206	Toll-like receptor 4	80.24%	92.50%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	80.09%	91.43%

Plants that contains it

• Caralluma stalagmifera

Cross-Links

• PubChem: 162901385
• LOTUS: LTS0205542
• wikiData: Q105181603