(10,14-Diacetyloxy-4,22,25-trihydroxy-11,15,17,22,23-pentamethyl-3,21-dioxo-8,20-dioxaheptacyclo[13.10.0.02,12.05,11.07,9.016,24.019,23]pentacos-18-en-13-yl) acetate

Details

• Internal ID: 3b455156-9640-416b-b17c-ab56b24bb504
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
• IUPAC Name: (10,14-diacetyloxy-4,22,25-trihydroxy-11,15,17,22,23-pentamethyl-3,21-dioxo-8,20-dioxaheptacyclo[13.10.0.02,12.05,11.07,9.016,24.019,23]pentacos-18-en-13-yl) acetate
• SMILES (Canonical): CC1C=C2C(C3C1C4(C(C3O)C5C(C(C4OC(=O)C)OC(=O)C)C6(C(CC7C(C6OC(=O)C)O7)C(C5=O)O)C)C)(C(C(=O)O2)(C)O)C
• SMILES (Isomeric): CC1C=C2C(C3C1C4(C(C3O)C5C(C(C4OC(=O)C)OC(=O)C)C6(C(CC7C(C6OC(=O)C)O7)C(C5=O)O)C)C)(C(C(=O)O2)(C)O)C
• InChI: InChI=1S/C34H44O13/c1-11-9-17-33(7,34(8,42)30(41)47-17)22-19(11)32(6)20(25(22)40)18-21(27(43-12(2)35)29(32)45-14(4)37)31(5)15(23(38)24(18)39)10-16-26(46-16)28(31)44-13(3)36/h9,11,15-16,18-23,25-29,38,40,42H,10H2,1-8H3
• InChI Key: HLKOGABKYAJUAW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₄O₁₃
• Molecular Weight: 660.70 g/mol
• Exact Mass: 660.27819145 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.84
• H-Bond Acceptor: 13
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	-	0.8231	82.31%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7236	72.36%
OATP2B1 inhibitior	-	0.8627	86.27%
OATP1B1 inhibitior	+	0.8549	85.49%
OATP1B3 inhibitior	+	0.8353	83.53%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9507	95.07%
P-glycoprotein inhibitior	+	0.7798	77.98%
P-glycoprotein substrate	-	0.7972	79.72%
CYP3A4 substrate	+	0.6973	69.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.8006	80.06%
CYP2C9 inhibition	-	0.8892	88.92%
CYP2C19 inhibition	-	0.8947	89.47%
CYP2D6 inhibition	-	0.9420	94.20%
CYP1A2 inhibition	-	0.8800	88.00%
CYP2C8 inhibition	+	0.4884	48.84%
CYP inhibitory promiscuity	-	0.8576	85.76%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Danger	0.4505	45.05%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.9009	90.09%
Skin irritation	-	0.6361	63.61%
Skin corrosion	-	0.8939	89.39%
Ames mutagenesis	-	0.6365	63.65%
Human Ether-a-go-go-Related Gene inhibition	-	0.5827	58.27%
Micronuclear	+	0.5059	50.59%
Hepatotoxicity	+	0.6692	66.92%
skin sensitisation	-	0.7666	76.66%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6477	64.77%
Acute Oral Toxicity (c)	III	0.3583	35.83%
Estrogen receptor binding	+	0.7616	76.16%
Androgen receptor binding	+	0.7278	72.78%
Thyroid receptor binding	+	0.5313	53.13%
Glucocorticoid receptor binding	+	0.7263	72.63%
Aromatase binding	+	0.6652	66.52%
PPAR gamma	+	0.7244	72.44%
Honey bee toxicity	-	0.6594	65.94%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5502	55.02%
Fish aquatic toxicity	+	0.9627	96.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.49%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.10%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.03%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.98%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.46%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.69%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.23%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.06%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	88.82%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.80%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.77%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.02%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.62%	95.50%
CHEMBL4208	P20618	Proteasome component C5	86.05%	90.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	84.90%	85.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.23%	97.09%
CHEMBL2581	P07339	Cathepsin D	84.14%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.10%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.35%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.64%	92.50%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.12%	86.00%
CHEMBL3401	O75469	Pregnane X receptor	80.68%	94.73%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.67%	89.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.29%	97.14%

Plants that contains it

• Tacca plantaginea

Cross-Links

• PubChem: 5321588
• NPASS: NPC48704
• LOTUS: LTS0258278
• wikiData: Q105030187