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

Details

• Internal ID: 7a80108a-4670-449e-abde-c7bc80273dd5
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (13-hydroxy-16-methoxy-2,11,12-trimethyl-6-oxo-7,17-dioxapentacyclo[10.3.1.13,15.05,15.08,13]heptadec-1-en-5-yl)methyl acetate
• SMILES (Canonical): CC1CCC2C3(C1(C(C4=C(C5CC(C4(C3)O5)(C(=O)O2)COC(=O)C)C)OC)C)O
• SMILES (Isomeric): CC1CCC2C3(C1(C(C4=C(C5CC(C4(C3)O5)(C(=O)O2)COC(=O)C)C)OC)C)O
• InChI: InChI=1S/C22H30O7/c1-11-6-7-15-21(25)9-22-16(17(26-5)19(11,21)4)12(2)14(29-22)8-20(22,18(24)28-15)10-27-13(3)23/h11,14-15,17,25H,6-10H2,1-5H3
• InChI Key: QXNJAAXCUBDQFV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₇
• Molecular Weight: 406.50 g/mol
• Exact Mass: 406.19915329 g/mol
• Topological Polar Surface Area (TPSA): 91.30 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 1.91
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9883	98.83%
Caco-2	+	0.5883	58.83%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8283	82.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8688	86.88%
OATP1B3 inhibitior	+	0.9429	94.29%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5418	54.18%
BSEP inhibitior	-	0.5827	58.27%
P-glycoprotein inhibitior	-	0.4876	48.76%
P-glycoprotein substrate	-	0.5065	50.65%
CYP3A4 substrate	+	0.6871	68.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8686	86.86%
CYP3A4 inhibition	-	0.6990	69.90%
CYP2C9 inhibition	-	0.6863	68.63%
CYP2C19 inhibition	-	0.8749	87.49%
CYP2D6 inhibition	-	0.9538	95.38%
CYP1A2 inhibition	-	0.8613	86.13%
CYP2C8 inhibition	+	0.4752	47.52%
CYP inhibitory promiscuity	-	0.9210	92.10%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.4390	43.90%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8893	88.93%
Skin irritation	+	0.5758	57.58%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7112	71.12%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5059	50.59%
skin sensitisation	-	0.9218	92.18%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6108	61.08%
Acute Oral Toxicity (c)	III	0.3665	36.65%
Estrogen receptor binding	+	0.8850	88.50%
Androgen receptor binding	+	0.7374	73.74%
Thyroid receptor binding	+	0.6398	63.98%
Glucocorticoid receptor binding	+	0.8041	80.41%
Aromatase binding	+	0.6363	63.63%
PPAR gamma	+	0.6468	64.68%
Honey bee toxicity	-	0.7796	77.96%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9827	98.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.06%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.53%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.72%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.29%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.05%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.97%	91.19%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.87%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.00%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.50%	86.92%
CHEMBL2581	P07339	Cathepsin D	83.43%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.01%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.76%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.56%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.97%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.89%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.72%	97.14%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	81.53%	92.68%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.45%	95.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.22%	86.33%
CHEMBL1871	P10275	Androgen Receptor	80.60%	96.43%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.43%	96.95%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.34%	97.28%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.16%	100.00%

Plants that contains it

• Ligularia sagitta

Cross-Links

• PubChem: 163025714
• LOTUS: LTS0272567
• wikiData: Q105229717