[14,17-dihydroxy-3-[(2R,4S,5S,6S)-5-[(2S,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-17-[1-(3-methylbutanoyloxy)ethyl]-2,3,4,5,6,7,8,9,11,12,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-12-yl] 3-methylbutanoate

Details

• Internal ID: 2e10fcd6-c2cf-48d6-8f0e-539afb210783
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [14,17-dihydroxy-3-[(2R,4S,5S,6S)-5-[(2S,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-17-[1-(3-methylbutanoyloxy)ethyl]-2,3,4,5,6,7,8,9,11,12,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-12-yl] 3-methylbutanoate
• InChI: InChI=1S/C45H76O13/c1-24(2)18-36(46)55-28(7)44(49)16-17-45(50)31-13-12-29-20-30(14-15-42(29,8)32(31)21-35(43(44,45)9)57-37(47)19-25(3)4)56-38-23-34(52-11)41(27(6)54-38)58-39-22-33(51-10)40(48)26(5)53-39/h24-35,38-41,48-50H,12-23H2,1-11H3/t26-,27-,28?,29?,30?,31?,32?,33-,34-,35?,38-,39-,40-,41-,42?,43?,44?,45?/m0/s1
• InChI Key: FHWNDERUYOHTBH-AELLRKNVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₆O₁₃
• Molecular Weight: 825.10 g/mol
• Exact Mass: 824.52859247 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.85
• H-Bond Acceptor: 13
• H-Bond Donor: 3
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8234	82.34%
Caco-2	-	0.8721	87.21%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7190	71.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8483	84.83%
OATP1B3 inhibitior	+	0.8238	82.38%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9345	93.45%
P-glycoprotein inhibitior	+	0.7664	76.64%
P-glycoprotein substrate	+	0.7256	72.56%
CYP3A4 substrate	+	0.7450	74.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8886	88.86%
CYP3A4 inhibition	-	0.7707	77.07%
CYP2C9 inhibition	-	0.8685	86.85%
CYP2C19 inhibition	-	0.9112	91.12%
CYP2D6 inhibition	-	0.9559	95.59%
CYP1A2 inhibition	-	0.9212	92.12%
CYP2C8 inhibition	-	0.5763	57.63%
CYP inhibitory promiscuity	-	0.9649	96.49%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6899	68.99%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9113	91.13%
Skin irritation	-	0.5956	59.56%
Skin corrosion	-	0.9194	91.94%
Ames mutagenesis	-	0.5691	56.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.6475	64.75%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5902	59.02%
skin sensitisation	-	0.9105	91.05%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.9002	90.02%
Acute Oral Toxicity (c)	I	0.5285	52.85%
Estrogen receptor binding	+	0.8052	80.52%
Androgen receptor binding	+	0.7624	76.24%
Thyroid receptor binding	-	0.5748	57.48%
Glucocorticoid receptor binding	+	0.7121	71.21%
Aromatase binding	+	0.6862	68.62%
PPAR gamma	+	0.7660	76.60%
Honey bee toxicity	-	0.6235	62.35%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6145	61.45%
Fish aquatic toxicity	+	0.8996	89.96%

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	99.05%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	98.13%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.06%	91.11%
CHEMBL1914	P06276	Butyrylcholinesterase	94.90%	95.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.27%	97.09%
CHEMBL204	P00734	Thrombin	93.68%	96.01%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.34%	96.38%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.05%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.85%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.30%	94.45%
CHEMBL2179	P04062	Beta-glucocerebrosidase	91.24%	85.31%
CHEMBL299	P17252	Protein kinase C alpha	90.46%	98.03%
CHEMBL4302	P08183	P-glycoprotein 1	90.45%	92.98%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.34%	92.62%
CHEMBL237	P41145	Kappa opioid receptor	89.29%	98.10%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.33%	95.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.82%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.22%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	87.18%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.92%	94.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.52%	97.14%
CHEMBL226	P30542	Adenosine A1 receptor	86.41%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.26%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.50%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.42%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.77%	96.77%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.40%	82.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.89%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	83.40%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.08%	100.00%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	82.79%	92.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.73%	96.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.57%	95.71%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.55%	95.71%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	82.35%	95.36%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.33%	89.50%
CHEMBL1075317	P61964	WD repeat-containing protein 5	82.05%	96.33%
CHEMBL5028	O14672	ADAM10	82.04%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.57%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.06%	95.56%

Plants that contains it

• Dregea sinensis

Cross-Links

• PubChem: 5316965
• LOTUS: LTS0187499
• wikiData: Q105105094