[(3S,8S,10R,11R,13R,14R,17R)-17-acetyl-8,14-dihydroxy-3-[5-[5-[3-hydroxy-4-methoxy-6-methyl-5-[(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-2,6-dimethyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-11-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: ab2834ec-f02a-4a33-8b16-18258d102bff
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,8S,10R,11R,13R,14R,17R)-17-acetyl-8,14-dihydroxy-3-[5-[5-[3-hydroxy-4-methoxy-6-methyl-5-[(2R,3S,5S)-2,3,4,5-tetrahydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-2,6-dimethyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-11-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C54H86O22/c1-13-25(2)47(61)70-35-22-50(8)32(26(3)56)16-19-53(50,63)52(62)18-14-30-20-31(15-17-49(30,7)45(35)52)74-51(9)23-34(66-11)42(29(6)73-51)71-37-21-33(65-10)41(27(4)68-37)72-48-40(59)44(67-12)43(28(5)69-48)76-54(64)46(60)39(58)38(57)36(24-55)75-54/h13-14,27-29,31-46,48,55,57-60,62-64H,15-24H2,1-12H3/b25-13-/t27?,28?,29?,31-,32-,33?,34?,35+,36?,37?,38+,39?,40?,41?,42?,43?,44?,45?,46-,48?,49-,50+,51?,52-,53+,54+/m0/s1
• InChI Key: GQTXGOGPFNJQOU-FDLPKXHNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₆O₂₂
• Molecular Weight: 1087.20 g/mol
• Exact Mass: 1086.56107437 g/mol
• Topological Polar Surface Area (TPSA): 307.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.34
• H-Bond Acceptor: 22
• H-Bond Donor: 8
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8679	86.79%
Caco-2	-	0.8636	86.36%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8225	82.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8207	82.07%
OATP1B3 inhibitior	+	0.8976	89.76%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6803	68.03%
BSEP inhibitior	+	0.9730	97.30%
P-glycoprotein inhibitior	+	0.7460	74.60%
P-glycoprotein substrate	+	0.7931	79.31%
CYP3A4 substrate	+	0.7523	75.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8966	89.66%
CYP3A4 inhibition	-	0.8073	80.73%
CYP2C9 inhibition	-	0.8839	88.39%
CYP2C19 inhibition	-	0.9120	91.20%
CYP2D6 inhibition	-	0.9434	94.34%
CYP1A2 inhibition	-	0.8824	88.24%
CYP2C8 inhibition	+	0.7812	78.12%
CYP inhibitory promiscuity	-	0.9422	94.22%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5793	57.93%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.8991	89.91%
Skin irritation	-	0.5332	53.32%
Skin corrosion	-	0.9376	93.76%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7739	77.39%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6301	63.01%
skin sensitisation	-	0.9132	91.32%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7468	74.68%
Acute Oral Toxicity (c)	III	0.4187	41.87%
Estrogen receptor binding	+	0.7681	76.81%
Androgen receptor binding	+	0.7708	77.08%
Thyroid receptor binding	+	0.6642	66.42%
Glucocorticoid receptor binding	+	0.7993	79.93%
Aromatase binding	+	0.6686	66.86%
PPAR gamma	+	0.8182	81.82%
Honey bee toxicity	-	0.5645	56.45%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6183	61.83%
Fish aquatic toxicity	+	0.9436	94.36%

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	99.38%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.25%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.13%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	95.68%	95.93%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.22%	95.17%
CHEMBL2581	P07339	Cathepsin D	94.98%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.94%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.35%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.78%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.32%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	91.94%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.31%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	88.18%	97.79%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.37%	94.00%
CHEMBL5028	O14672	ADAM10	87.11%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.74%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.49%	91.07%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.52%	96.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.74%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.20%	100.00%
CHEMBL255	P29275	Adenosine A2b receptor	83.75%	98.59%
CHEMBL2243	O00519	Anandamide amidohydrolase	82.96%	97.53%
CHEMBL340	P08684	Cytochrome P450 3A4	82.85%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.29%	99.23%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	80.95%	92.95%
CHEMBL5255	O00206	Toll-like receptor 4	80.48%	92.50%

Plants that contains it

• Orbea variegata

Cross-Links

• PubChem: 162925046
• LOTUS: LTS0184948
• wikiData: Q105015578