[(1S,3R,8S,9S,10R,13S,14S,17R)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-17-[(1R,4R,6R,8R)-8-hydroxy-4,8-dimethyl-3-oxo-2-oxabicyclo[2.2.2]octan-6-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl] acetate

Details

• Internal ID: aa3044d8-93b3-4147-8382-45828297df85
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(1S,3R,8S,9S,10R,13S,14S,17R)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-17-[(1R,4R,6R,8R)-8-hydroxy-4,8-dimethyl-3-oxo-2-oxabicyclo[2.2.2]octan-6-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC(CC2=CCC3C4CCC(C4(CCC3C12C)C)C5CC6(C(=O)OC5CC6(C)O)C)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O
• SMILES (Isomeric): CC(=O)O[C@H]1C[C@@H](CC2=CC[C@H]3[C@@H]4CC[C@@H]([C@]4(CC[C@@H]3[C@@]12C)C)[C@H]5C[C@]6(C(=O)O[C@@H]5C[C@@]6(C)O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O
• InChI: InChI=1S/C42H64O16/c1-18(45)53-29-13-20(54-37-35(33(49)31(47)28(17-44)56-37)58-36-34(50)32(48)30(46)27(16-43)55-36)12-19-6-7-21-23-8-9-24(39(23,2)11-10-25(21)42(19,29)5)22-14-40(3)38(51)57-26(22)15-41(40,4)52/h6,20-37,43-44,46-50,52H,7-17H2,1-5H3/t20-,21+,22-,23+,24-,25+,26-,27-,28-,29+,30-,31-,32+,33+,34-,35-,36+,37-,39+,40+,41-,42+/m1/s1
• InChI Key: YPDNZYNSVIOHHP-NPUGLBHFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₄O₁₆
• Molecular Weight: 824.90 g/mol
• Exact Mass: 824.41943595 g/mol
• Topological Polar Surface Area (TPSA): 251.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 0.21
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8094	80.94%
Caco-2	-	0.8885	88.85%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8562	85.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8511	85.11%
OATP1B3 inhibitior	+	0.8804	88.04%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7776	77.76%
BSEP inhibitior	+	0.7711	77.11%
P-glycoprotein inhibitior	+	0.7428	74.28%
P-glycoprotein substrate	+	0.5058	50.58%
CYP3A4 substrate	+	0.7617	76.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8923	89.23%
CYP3A4 inhibition	-	0.8798	87.98%
CYP2C9 inhibition	-	0.9217	92.17%
CYP2C19 inhibition	-	0.9423	94.23%
CYP2D6 inhibition	-	0.9527	95.27%
CYP1A2 inhibition	-	0.9319	93.19%
CYP2C8 inhibition	+	0.6636	66.36%
CYP inhibitory promiscuity	-	0.9569	95.69%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5928	59.28%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9159	91.59%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	-	0.7570	75.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6799	67.99%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.9332	93.32%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.4719	47.19%
Acute Oral Toxicity (c)	I	0.6908	69.08%
Estrogen receptor binding	+	0.8207	82.07%
Androgen receptor binding	+	0.7548	75.48%
Thyroid receptor binding	-	0.6074	60.74%
Glucocorticoid receptor binding	+	0.6508	65.08%
Aromatase binding	+	0.6452	64.52%
PPAR gamma	+	0.7537	75.37%
Honey bee toxicity	-	0.6277	62.77%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
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	98.13%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.16%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.96%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.80%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.56%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.83%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.30%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	90.18%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.61%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.29%	94.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.92%	93.04%
CHEMBL2581	P07339	Cathepsin D	85.60%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	84.73%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.69%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.66%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.89%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.96%	94.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.81%	97.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.52%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.07%	96.21%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.62%	90.08%

Plants that contains it

• Tubocapsicum anomalum

Cross-Links

• PubChem: 162884702
• LOTUS: LTS0256082
• wikiData: Q105351643