(10-Acetyloxy-3,5,22-trihydroxy-11,15,17,22-tetramethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.02,12.05,11.07,9.016,24.019,23]pentacos-18-en-14-yl) acetate

Details

• Internal ID: cb624c3f-c059-422c-9a2e-9c5ee4a3de67
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
• IUPAC Name: (10-acetyloxy-3,5,22-trihydroxy-11,15,17,22-tetramethyl-4,21-dioxo-8,20-dioxaheptacyclo[13.10.0.02,12.05,11.07,9.016,24.019,23]pentacos-18-en-14-yl) acetate
• SMILES (Canonical): CC1C=C2C(C3C1C4(C(C3)C5C(CC4OC(=O)C)C6(C(C7C(O7)CC6(C(=O)C5O)O)OC(=O)C)C)C)C(C(=O)O2)(C)O
• SMILES (Isomeric): CC1C=C2C(C3C1C4(C(C3)C5C(CC4OC(=O)C)C6(C(C7C(O7)CC6(C(=O)C5O)O)OC(=O)C)C)C)C(C(=O)O2)(C)O
• InChI: InChI=1S/C31H40O11/c1-11-7-17-22(30(6,37)27(36)42-17)14-8-15-20-16(9-19(39-12(2)32)28(15,4)21(11)14)29(5)26(40-13(3)33)24-18(41-24)10-31(29,38)25(35)23(20)34/h7,11,14-16,18-24,26,34,37-38H,8-10H2,1-6H3
• InChI Key: CEGHWDQGLKYNLC-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₀O₁₁
• Molecular Weight: 588.60 g/mol
• Exact Mass: 588.25706209 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.05
• H-Bond Acceptor: 11
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9590	95.90%
Caco-2	-	0.8001	80.01%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6116	61.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8592	85.92%
OATP1B3 inhibitior	+	0.9321	93.21%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9230	92.30%
P-glycoprotein inhibitior	+	0.7116	71.16%
P-glycoprotein substrate	-	0.5508	55.08%
CYP3A4 substrate	+	0.7166	71.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.6917	69.17%
CYP2C9 inhibition	-	0.8783	87.83%
CYP2C19 inhibition	-	0.9012	90.12%
CYP2D6 inhibition	-	0.9340	93.40%
CYP1A2 inhibition	-	0.8492	84.92%
CYP2C8 inhibition	+	0.6462	64.62%
CYP inhibitory promiscuity	-	0.8656	86.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4542	45.42%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9137	91.37%
Skin irritation	-	0.5806	58.06%
Skin corrosion	-	0.8999	89.99%
Ames mutagenesis	-	0.5407	54.07%
Human Ether-a-go-go-Related Gene inhibition	-	0.5306	53.06%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8027	80.27%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.6608	66.08%
Acute Oral Toxicity (c)	I	0.4291	42.91%
Estrogen receptor binding	+	0.7910	79.10%
Androgen receptor binding	+	0.7335	73.35%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7124	71.24%
Aromatase binding	+	0.7251	72.51%
PPAR gamma	+	0.6872	68.72%
Honey bee toxicity	-	0.6302	63.02%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9620	96.20%

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	98.28%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.10%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.84%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.51%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.24%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.36%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	92.81%	91.19%
CHEMBL2581	P07339	Cathepsin D	91.55%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.69%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.71%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.43%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.03%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.57%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.04%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.01%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.38%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.21%	94.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.25%	89.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.04%	92.94%

Plants that contains it

• Drosera gigantea
• Tacca plantaginea

Cross-Links

• PubChem: 5321585
• NPASS: NPC255687
• LOTUS: LTS0107486
• wikiData: Q105126808