[(1R,8S,9S,10S,13S)-6,9,10-trimethyl-2-oxo-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradeca-3(7),5-dien-8-yl] acetate

Details

• Internal ID: c26400d2-8572-47f6-9c9a-c549e36d521b
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(1R,8S,9S,10S,13S)-6,9,10-trimethyl-2-oxo-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradeca-3(7),5-dien-8-yl] acetate
• InChI: InChI=1S/C17H20O5/c1-8-7-20-13-12(8)15(21-10(3)18)16(4)9(2)5-6-11-17(16,22-11)14(13)19/h7,9,11,15H,5-6H2,1-4H3/t9-,11-,15+,16-,17+/m0/s1
• InChI Key: XWHQCPICYIBGNB-HCFDWCBWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₅
• Molecular Weight: 304.34 g/mol
• Exact Mass: 304.13107373 g/mol
• Topological Polar Surface Area (TPSA): 69.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.96
• H-Bond Acceptor: 5
• 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	+	0.9836	98.36%
Caco-2	+	0.5517	55.17%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6230	62.30%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.8944	89.44%
OATP1B3 inhibitior	+	0.9427	94.27%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8460	84.60%
P-glycoprotein inhibitior	-	0.6014	60.14%
P-glycoprotein substrate	-	0.8338	83.38%
CYP3A4 substrate	+	0.6521	65.21%
CYP2C9 substrate	-	0.6275	62.75%
CYP2D6 substrate	-	0.8660	86.60%
CYP3A4 inhibition	-	0.6838	68.38%
CYP2C9 inhibition	-	0.8023	80.23%
CYP2C19 inhibition	-	0.7724	77.24%
CYP2D6 inhibition	-	0.9355	93.55%
CYP1A2 inhibition	-	0.6931	69.31%
CYP2C8 inhibition	-	0.6326	63.26%
CYP inhibitory promiscuity	-	0.8704	87.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4857	48.57%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.8705	87.05%
Skin irritation	-	0.6841	68.41%
Skin corrosion	-	0.8003	80.03%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5954	59.54%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.6034	60.34%
skin sensitisation	-	0.7914	79.14%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5894	58.94%
Acute Oral Toxicity (c)	III	0.4541	45.41%
Estrogen receptor binding	+	0.8154	81.54%
Androgen receptor binding	+	0.6483	64.83%
Thyroid receptor binding	+	0.5445	54.45%
Glucocorticoid receptor binding	+	0.6126	61.26%
Aromatase binding	+	0.5593	55.93%
PPAR gamma	+	0.6620	66.20%
Honey bee toxicity	-	0.7292	72.92%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9761	97.61%

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	96.93%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.50%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.61%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.98%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.78%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	83.71%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.49%	94.00%
CHEMBL2581	P07339	Cathepsin D	83.12%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.07%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.81%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.55%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	80.52%	92.50%

Plants that contains it

• Euryops linifolius

Cross-Links

• PubChem: 163024446
• LOTUS: LTS0274524
• wikiData: Q105343408