5-Ethenyl-2,9-dihydroxy-5,12-dimethyl-10-oxapentacyclo[7.7.1.01,15.02,7.012,17]heptadec-6-ene-8,11-dione

Details

• Internal ID: 1a552fc4-8a9e-4dbf-a56e-6102e9c7ab3c
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 5-ethenyl-2,9-dihydroxy-5,12-dimethyl-10-oxapentacyclo[7.7.1.01,15.02,7.012,17]heptadec-6-ene-8,11-dione
• InChI: InChI=1S/C20H24O5/c1-4-16(2)7-8-19(23)12(10-16)13(21)20(24)14-17(3,15(22)25-20)6-5-11-9-18(11,14)19/h4,10-11,14,23-24H,1,5-9H2,2-3H3
• InChI Key: XMHQAXCZBRHGFM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.16237386 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.88
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9849	98.49%
Caco-2	+	0.5464	54.64%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7586	75.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9135	91.35%
OATP1B3 inhibitior	+	0.9231	92.31%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5374	53.74%
BSEP inhibitior	+	0.6075	60.75%
P-glycoprotein inhibitior	-	0.8176	81.76%
P-glycoprotein substrate	-	0.8191	81.91%
CYP3A4 substrate	+	0.6371	63.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8700	87.00%
CYP3A4 inhibition	-	0.5389	53.89%
CYP2C9 inhibition	-	0.7821	78.21%
CYP2C19 inhibition	-	0.8453	84.53%
CYP2D6 inhibition	-	0.9386	93.86%
CYP1A2 inhibition	-	0.6374	63.74%
CYP2C8 inhibition	-	0.5776	57.76%
CYP inhibitory promiscuity	-	0.9426	94.26%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4712	47.12%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9550	95.50%
Skin irritation	+	0.5800	58.00%
Skin corrosion	-	0.8895	88.95%
Ames mutagenesis	-	0.6923	69.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.5560	55.60%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.6033	60.33%
skin sensitisation	-	0.8271	82.71%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.6480	64.80%
Acute Oral Toxicity (c)	IV	0.3846	38.46%
Estrogen receptor binding	+	0.7505	75.05%
Androgen receptor binding	+	0.6764	67.64%
Thyroid receptor binding	+	0.6238	62.38%
Glucocorticoid receptor binding	+	0.7403	74.03%
Aromatase binding	+	0.6966	69.66%
PPAR gamma	+	0.5301	53.01%
Honey bee toxicity	-	0.8308	83.08%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9963	99.63%

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	94.59%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	93.09%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.96%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.92%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.72%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.68%	94.80%
CHEMBL2581	P07339	Cathepsin D	87.66%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.60%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.17%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.07%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.04%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14059870
• LOTUS: LTS0163716
• wikiData: Q104201135