(3,15-Dimethyl-4,13-dioxo-5,14-dioxatetracyclo[6.6.1.02,6.012,15]pentadec-2-en-9-yl) acetate

Details

• Internal ID: 483397db-18a8-4bcb-84b3-f76f8082bcb4
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (3,15-dimethyl-4,13-dioxo-5,14-dioxatetracyclo[6.6.1.02,6.012,15]pentadec-2-en-9-yl) acetate
• SMILES (Canonical): CC1=C2C(CC3C(CCC4C3(C2OC4=O)C)OC(=O)C)OC1=O
• SMILES (Isomeric): CC1=C2C(CC3C(CCC4C3(C2OC4=O)C)OC(=O)C)OC1=O
• InChI: InChI=1S/C17H20O6/c1-7-13-12(22-15(7)19)6-10-11(21-8(2)18)5-4-9-16(20)23-14(13)17(9,10)3/h9-12,14H,4-6H2,1-3H3
• InChI Key: ORKJJZQJJLZNFN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₆
• Molecular Weight: 320.30 g/mol
• Exact Mass: 320.12598835 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.52
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.7836	78.36%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8125	81.25%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8840	88.40%
OATP1B3 inhibitior	+	0.8738	87.38%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7448	74.48%
P-glycoprotein inhibitior	-	0.6383	63.83%
P-glycoprotein substrate	-	0.7115	71.15%
CYP3A4 substrate	+	0.6661	66.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9122	91.22%
CYP3A4 inhibition	-	0.7166	71.66%
CYP2C9 inhibition	-	0.8856	88.56%
CYP2C19 inhibition	-	0.9030	90.30%
CYP2D6 inhibition	-	0.9577	95.77%
CYP1A2 inhibition	-	0.6626	66.26%
CYP2C8 inhibition	-	0.7813	78.13%
CYP inhibitory promiscuity	-	0.8419	84.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4532	45.32%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.7537	75.37%
Skin irritation	+	0.5055	50.55%
Skin corrosion	-	0.8472	84.72%
Ames mutagenesis	-	0.7564	75.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7241	72.41%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.5584	55.84%
skin sensitisation	-	0.7781	77.81%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.7188	71.88%
Acute Oral Toxicity (c)	III	0.6008	60.08%
Estrogen receptor binding	+	0.9326	93.26%
Androgen receptor binding	+	0.6049	60.49%
Thyroid receptor binding	+	0.5419	54.19%
Glucocorticoid receptor binding	+	0.6605	66.05%
Aromatase binding	-	0.6341	63.41%
PPAR gamma	+	0.5477	54.77%
Honey bee toxicity	-	0.7944	79.44%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9924	99.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.90%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.36%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.64%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.56%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.26%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.41%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	86.22%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.99%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.90%	93.03%
CHEMBL2581	P07339	Cathepsin D	82.83%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.79%	97.25%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.73%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.45%	95.89%

Plants that contains it

• Ligularia hodgsonii

Cross-Links

• PubChem: 74433713
• LOTUS: LTS0220863
• wikiData: Q105198012