[(1S,3R,8S,9S,10R,13S,14S,17R)-17-[(1R,4S,5R,7S)-4-hydroxy-4,5-dimethyl-3-oxo-2-oxabicyclo[3.2.1]octan-7-yl]-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-1-yl] acetate

Details

• Internal ID: 6fa8079c-8a61-42b4-914d-d8e9ca4b8ae6
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(1S,3R,8S,9S,10R,13S,14S,17R)-17-[(1R,4S,5R,7S)-4-hydroxy-4,5-dimethyl-3-oxo-2-oxabicyclo[3.2.1]octan-7-yl]-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-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(CC5OC(=O)C6(C)O)C)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)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[C@H]5OC(=O)[C@@]6(C)O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O
• InChI: InChI=1S/C42H64O16/c1-18(44)54-29-13-20(55-37-35(50)33(48)31(46)28(57-37)17-53-36-34(49)32(47)30(45)27(16-43)56-36)12-19-6-7-21-23-8-9-24(40(23,3)11-10-25(21)41(19,29)4)22-14-39(2)15-26(22)58-38(51)42(39,5)52/h6,20-37,43,45-50,52H,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: BFLFPDNXHIUGOT-WENSRUCSSA-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: 1.40
• 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	+	0.7819	78.19%
Caco-2	-	0.8893	88.93%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8511	85.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8574	85.74%
OATP1B3 inhibitior	+	0.8505	85.05%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7526	75.26%
BSEP inhibitior	+	0.8082	80.82%
P-glycoprotein inhibitior	+	0.7423	74.23%
P-glycoprotein substrate	+	0.5473	54.73%
CYP3A4 substrate	+	0.7628	76.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8923	89.23%
CYP3A4 inhibition	-	0.9286	92.86%
CYP2C9 inhibition	-	0.8709	87.09%
CYP2C19 inhibition	-	0.9074	90.74%
CYP2D6 inhibition	-	0.9525	95.25%
CYP1A2 inhibition	-	0.8817	88.17%
CYP2C8 inhibition	+	0.6811	68.11%
CYP inhibitory promiscuity	-	0.9287	92.87%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6328	63.28%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9155	91.55%
Skin irritation	-	0.5792	57.92%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7887	78.87%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.9256	92.56%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.6594	65.94%
Acute Oral Toxicity (c)	I	0.5714	57.14%
Estrogen receptor binding	+	0.8270	82.70%
Androgen receptor binding	+	0.7372	73.72%
Thyroid receptor binding	-	0.5782	57.82%
Glucocorticoid receptor binding	+	0.6836	68.36%
Aromatase binding	+	0.6471	64.71%
PPAR gamma	+	0.7771	77.71%
Honey bee toxicity	-	0.6546	65.46%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9762	97.62%

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	98.36%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.98%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.83%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.72%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.49%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.07%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.34%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.47%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	91.08%	93.04%
CHEMBL5255	O00206	Toll-like receptor 4	90.44%	92.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.75%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.28%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	87.90%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.64%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.16%	94.00%
CHEMBL1871	P10275	Androgen Receptor	83.46%	96.43%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.40%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.35%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.62%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.54%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.94%	94.33%
CHEMBL2581	P07339	Cathepsin D	81.19%	98.95%
CHEMBL5028	O14672	ADAM10	80.87%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.77%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.10%	92.62%

Plants that contains it

• Tubocapsicum anomalum

Cross-Links

• PubChem: 102145769
• LOTUS: LTS0262548
• wikiData: Q104934392