[(3S,8S,10R,11S,12S,13S,14R,17R)-17-acetyl-11-acetyloxy-3-[5-[5-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-2,6-dimethyloxan-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] (E)-2-methylbut-2-enoate

Details

• Internal ID: 16909f49-805d-412b-b0b7-89588431ee2b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,8S,10R,11S,12S,13S,14R,17R)-17-acetyl-11-acetyloxy-3-[5-[5-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-2,6-dimethyloxan-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] (E)-2-methylbut-2-enoate
• InChI: InChI=1S/C50H78O18/c1-14-24(2)44(55)66-43-41(63-29(7)52)42-46(8)18-16-31(21-30(46)15-19-49(42,56)50(57)20-17-32(25(3)51)48(43,50)10)68-47(9)23-34(59-12)39(28(6)67-47)64-35-22-33(58-11)38(27(5)61-35)65-45-37(54)40(60-13)36(53)26(4)62-45/h14-15,26-28,31-43,45,53-54,56-57H,16-23H2,1-13H3/b24-14+/t26?,27?,28?,31-,32-,33?,34?,35?,36?,37?,38?,39?,40?,41-,42?,43+,45?,46-,47?,48-,49-,50+/m0/s1
• InChI Key: HECUMOYRHNXUPU-XRTGMVLYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₇₈O₁₈
• Molecular Weight: 967.10 g/mol
• Exact Mass: 966.51881563 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.74
• H-Bond Acceptor: 18
• H-Bond Donor: 4
• Rotatable Bonds: 13

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	-	0.8655	86.55%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7413	74.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8455	84.55%
OATP1B3 inhibitior	+	0.9150	91.50%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6874	68.74%
BSEP inhibitior	+	0.9942	99.42%
P-glycoprotein inhibitior	+	0.7534	75.34%
P-glycoprotein substrate	+	0.7842	78.42%
CYP3A4 substrate	+	0.7475	74.75%
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	+	0.7356	73.56%
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	-	0.9025	90.25%
Skin irritation	+	0.5454	54.54%
Skin corrosion	-	0.9191	91.91%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7681	76.81%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8738	87.38%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7362	73.62%
Acute Oral Toxicity (c)	II	0.3208	32.08%
Estrogen receptor binding	+	0.7962	79.62%
Androgen receptor binding	+	0.7589	75.89%
Thyroid receptor binding	+	0.5985	59.85%
Glucocorticoid receptor binding	+	0.8132	81.32%
Aromatase binding	+	0.6581	65.81%
PPAR gamma	+	0.8155	81.55%
Honey bee toxicity	-	0.6023	60.23%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6783	67.83%
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	98.97%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.46%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.75%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.84%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.00%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.87%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	91.70%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.45%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.26%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.63%	92.94%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.16%	95.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.72%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.87%	99.23%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	87.45%	98.99%
CHEMBL340	P08684	Cytochrome P450 3A4	87.19%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.48%	91.07%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	86.04%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	85.76%	95.93%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	85.71%	94.42%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.94%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.17%	97.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.10%	93.00%
CHEMBL5028	O14672	ADAM10	82.28%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	81.27%	92.50%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.17%	83.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.65%	97.25%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.15%	94.08%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.11%	96.00%

Plants that contains it

• Orbea variegata

Cross-Links

• PubChem: 162817556
• LOTUS: LTS0026348
• wikiData: Q105026741