Methyl 3,4,23,24-tetraacetyloxy-22-(1-acetyloxyethyl)-11-hydroxy-2,5,15-trimethyl-9-methylidene-19-oxo-7,20-dioxahexacyclo[13.9.0.02,12.05,11.06,8.016,22]tetracos-17-ene-6-carboxylate

Details

• Internal ID: 47b01bb1-c913-4996-9bd0-cae5eccb8e67
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids
• IUPAC Name: methyl 3,4,23,24-tetraacetyloxy-22-(1-acetyloxyethyl)-11-hydroxy-2,5,15-trimethyl-9-methylidene-19-oxo-7,20-dioxahexacyclo[13.9.0.02,12.05,11.06,8.016,22]tetracos-17-ene-6-carboxylate
• SMILES (Canonical): CC(C12COC(=O)C=CC1C3(CCC4C(C3C(C2OC(=O)C)OC(=O)C)(C(C(C5(C4(CC(=C)C6C5(O6)C(=O)OC)O)C)OC(=O)C)OC(=O)C)C)C)OC(=O)C
• SMILES (Isomeric): CC(C12COC(=O)C=CC1C3(CCC4C(C3C(C2OC(=O)C)OC(=O)C)(C(C(C5(C4(CC(=C)C6C5(O6)C(=O)OC)O)C)OC(=O)C)OC(=O)C)C)C)OC(=O)C
• InChI: InChI=1S/C40H52O16/c1-18-16-39(48)26-14-15-35(8)25-12-13-27(46)50-17-38(25,19(2)51-20(3)41)31(53-22(5)43)28(52-21(4)42)29(35)36(26,9)32(54-23(6)44)33(55-24(7)45)37(39,10)40(30(18)56-40)34(47)49-11/h12-13,19,25-26,28-33,48H,1,14-17H2,2-11H3
• InChI Key: VKDXHXWBOARFPD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₂O₁₆
• Molecular Weight: 788.80 g/mol
• Exact Mass: 788.32553557 g/mol
• Topological Polar Surface Area (TPSA): 217.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.45
• H-Bond Acceptor: 16
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9691	96.91%
Caco-2	-	0.8449	84.49%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7299	72.99%
OATP2B1 inhibitior	-	0.7201	72.01%
OATP1B1 inhibitior	+	0.8221	82.21%
OATP1B3 inhibitior	+	0.9377	93.77%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5886	58.86%
BSEP inhibitior	+	0.9786	97.86%
P-glycoprotein inhibitior	+	0.8166	81.66%
P-glycoprotein substrate	+	0.6698	66.98%
CYP3A4 substrate	+	0.7293	72.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9096	90.96%
CYP3A4 inhibition	-	0.5467	54.67%
CYP2C9 inhibition	-	0.7175	71.75%
CYP2C19 inhibition	-	0.8017	80.17%
CYP2D6 inhibition	-	0.9478	94.78%
CYP1A2 inhibition	-	0.7337	73.37%
CYP2C8 inhibition	+	0.6476	64.76%
CYP inhibitory promiscuity	-	0.9747	97.47%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6187	61.87%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9006	90.06%
Skin irritation	-	0.5788	57.88%
Skin corrosion	-	0.9376	93.76%
Ames mutagenesis	-	0.6337	63.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3821	38.21%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.7033	70.33%
skin sensitisation	-	0.8416	84.16%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6890	68.90%
Acute Oral Toxicity (c)	III	0.4187	41.87%
Estrogen receptor binding	+	0.7804	78.04%
Androgen receptor binding	+	0.7602	76.02%
Thyroid receptor binding	+	0.5707	57.07%
Glucocorticoid receptor binding	+	0.7761	77.61%
Aromatase binding	+	0.6912	69.12%
PPAR gamma	+	0.7520	75.20%
Honey bee toxicity	-	0.6849	68.49%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9859	98.59%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4633	P22001	Voltage-gated potassium channel subunit Kv1.3	100 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.98%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.98%	94.45%
CHEMBL2581	P07339	Cathepsin D	97.17%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.18%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.18%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.16%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	90.59%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.11%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.71%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.71%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.70%	97.14%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	86.64%	89.67%
CHEMBL1937	Q92769	Histone deacetylase 2	86.61%	94.75%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.51%	92.88%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.50%	82.69%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.85%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.21%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.72%	96.77%
CHEMBL5028	O14672	ADAM10	84.40%	97.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.94%	97.28%
CHEMBL4040	P28482	MAP kinase ERK2	83.73%	83.82%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.67%	95.71%
CHEMBL5255	O00206	Toll-like receptor 4	83.15%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.58%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.45%	93.03%
CHEMBL221	P23219	Cyclooxygenase-1	82.28%	90.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.31%	96.47%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.16%	91.24%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.06%	100.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	80.82%	80.96%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.41%	93.56%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.32%	82.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.07%	89.00%

Plants that contains it

• Spachea correae

Cross-Links

• PubChem: 73039872
• LOTUS: LTS0106627
• wikiData: Q105287690