[13-Hydroxy-5-(hydroxymethyl)-2,11,12-trimethyl-6-oxo-7,17-dioxapentacyclo[10.3.1.13,15.05,15.08,13]heptadec-1-en-16-yl] 2-methylbut-2-enoate

Details

• Internal ID: 7acf8634-4320-4a99-b663-725ebeaed40c
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [13-hydroxy-5-(hydroxymethyl)-2,11,12-trimethyl-6-oxo-7,17-dioxapentacyclo[10.3.1.13,15.05,15.08,13]heptadec-1-en-16-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C2=C(C3CC4(C2(O3)CC5(C1(C(CCC5OC4=O)C)C)O)CO)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1C2=C(C3CC4(C2(O3)CC5(C1(C(CCC5OC4=O)C)C)O)CO)C
• InChI: InChI=1S/C24H32O7/c1-6-12(2)19(26)30-18-17-14(4)15-9-22(11-25)20(27)29-16-8-7-13(3)21(18,5)23(16,28)10-24(17,22)31-15/h6,13,15-16,18,25,28H,7-11H2,1-5H3
• InChI Key: QBBBYGQGNJHPPR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₇
• Molecular Weight: 432.50 g/mol
• Exact Mass: 432.21480336 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9809	98.09%
Caco-2	+	0.5581	55.81%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8346	83.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8595	85.95%
OATP1B3 inhibitior	+	0.9330	93.30%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5668	56.68%
BSEP inhibitior	+	0.5979	59.79%
P-glycoprotein inhibitior	-	0.5509	55.09%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6829	68.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8845	88.45%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.7250	72.50%
CYP2C19 inhibition	-	0.9125	91.25%
CYP2D6 inhibition	-	0.9544	95.44%
CYP1A2 inhibition	-	0.8497	84.97%
CYP2C8 inhibition	-	0.5885	58.85%
CYP inhibitory promiscuity	-	0.8964	89.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.5571	55.71%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9349	93.49%
Skin irritation	+	0.6814	68.14%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6543	65.43%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6442	64.42%
skin sensitisation	-	0.9372	93.72%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.7035	70.35%
Acute Oral Toxicity (c)	III	0.5503	55.03%
Estrogen receptor binding	+	0.8453	84.53%
Androgen receptor binding	+	0.7321	73.21%
Thyroid receptor binding	+	0.5346	53.46%
Glucocorticoid receptor binding	+	0.8082	80.82%
Aromatase binding	+	0.7770	77.70%
PPAR gamma	+	0.6828	68.28%
Honey bee toxicity	-	0.7577	75.77%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9844	98.44%

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	94.72%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.30%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.45%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.26%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.02%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.89%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	87.45%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.35%	96.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.51%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.50%	86.33%
CHEMBL2581	P07339	Cathepsin D	84.35%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.31%	89.34%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.74%	96.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.73%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.63%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.07%	94.45%
CHEMBL1871	P10275	Androgen Receptor	81.97%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.81%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.08%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.55%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.47%	94.33%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	80.32%	80.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.19%	97.14%

Plants that contains it

• Ligularia sagitta

Cross-Links

• PubChem: 162986014
• LOTUS: LTS0050986
• wikiData: Q105217714