[15-[1-(4,5-Dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-6-hydroxy-5-methoxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-14-yl] acetate

Details

• Internal ID: 610648ea-575e-4357-9f65-857e6ec6a11f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
• IUPAC Name: [15-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-6-hydroxy-5-methoxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-14-yl] acetate
• SMILES (Canonical): CC1=C(C(=O)OC(C1)C(C)C2C(CC3C2(CCC4C3CC5C6(C4(C(=O)CC(C6O)OC)C)O5)C)OC(=O)C)C
• SMILES (Isomeric): CC1=C(C(=O)OC(C1)C(C)C2C(CC3C2(CCC4C3CC5C6(C4(C(=O)CC(C6O)OC)C)O5)C)OC(=O)C)C
• InChI: InChI=1S/C31H44O8/c1-14-10-21(38-28(35)15(14)2)16(3)26-22(37-17(4)32)12-20-18-11-25-31(39-25)27(34)23(36-7)13-24(33)30(31,6)19(18)8-9-29(20,26)5/h16,18-23,25-27,34H,8-13H2,1-7H3
• InChI Key: RKWODJTZABBELV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₄O₈
• Molecular Weight: 544.70 g/mol
• Exact Mass: 544.30361836 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.77
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9593	95.93%
Caco-2	-	0.7356	73.56%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7325	73.25%
OATP2B1 inhibitior	-	0.7219	72.19%
OATP1B1 inhibitior	+	0.8809	88.09%
OATP1B3 inhibitior	+	0.8669	86.69%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7124	71.24%
BSEP inhibitior	+	0.9039	90.39%
P-glycoprotein inhibitior	+	0.7750	77.50%
P-glycoprotein substrate	+	0.5849	58.49%
CYP3A4 substrate	+	0.7489	74.89%
CYP2C9 substrate	-	0.8415	84.15%
CYP2D6 substrate	-	0.8942	89.42%
CYP3A4 inhibition	-	0.8511	85.11%
CYP2C9 inhibition	-	0.8260	82.60%
CYP2C19 inhibition	-	0.8425	84.25%
CYP2D6 inhibition	-	0.9481	94.81%
CYP1A2 inhibition	-	0.6191	61.91%
CYP2C8 inhibition	+	0.6262	62.62%
CYP inhibitory promiscuity	-	0.9519	95.19%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6250	62.50%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9324	93.24%
Skin irritation	-	0.5611	56.11%
Skin corrosion	-	0.9186	91.86%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4007	40.07%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5374	53.74%
skin sensitisation	-	0.8397	83.97%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7277	72.77%
Acute Oral Toxicity (c)	IV	0.2916	29.16%
Estrogen receptor binding	+	0.7635	76.35%
Androgen receptor binding	+	0.7449	74.49%
Thyroid receptor binding	-	0.5446	54.46%
Glucocorticoid receptor binding	+	0.7425	74.25%
Aromatase binding	+	0.7447	74.47%
PPAR gamma	+	0.7071	70.71%
Honey bee toxicity	-	0.6703	67.03%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9739	97.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL204	P00734	Thrombin	98.15%	96.01%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.48%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.05%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.62%	96.09%
CHEMBL1914	P06276	Butyrylcholinesterase	90.09%	95.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.37%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.71%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	87.66%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.50%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.32%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.13%	91.07%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.32%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.62%	95.89%
CHEMBL5028	O14672	ADAM10	83.53%	97.50%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.46%	90.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.70%	93.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.36%	94.00%
CHEMBL2581	P07339	Cathepsin D	82.12%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.54%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.47%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.32%	100.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.11%	97.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.09%	93.04%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.03%	95.50%

Plants that contains it

• Iochroma gesnerioides

Cross-Links

• PubChem: 162873439
• LOTUS: LTS0160069
• wikiData: Q105239546