4-(Furan-3-yl)-4a,7-dimethyl-4,5,6,6a,7,9,10,10a-octahydrobenzo[f]isochromene-2,8-dione

Details

• Internal ID: 8c73d6c3-160a-4d0a-b4f7-8599f183f79f
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 4-(furan-3-yl)-4a,7-dimethyl-4,5,6,6a,7,9,10,10a-octahydrobenzo[f]isochromene-2,8-dione
• SMILES (Canonical): CC1C2CCC3(C(OC(=O)C=C3C2CCC1=O)C4=COC=C4)C
• SMILES (Isomeric): CC1C2CCC3(C(OC(=O)C=C3C2CCC1=O)C4=COC=C4)C
• InChI: InChI=1S/C19H22O4/c1-11-13-5-7-19(2)15(14(13)3-4-16(11)20)9-17(21)23-18(19)12-6-8-22-10-12/h6,8-11,13-14,18H,3-5,7H2,1-2H3
• InChI Key: ZVOSNTPXWLRWJG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₄
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.15180918 g/mol
• Topological Polar Surface Area (TPSA): 56.50 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.84
• H-Bond Acceptor: 4
• 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	+	0.9947	99.47%
Caco-2	+	0.7398	73.98%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8114	81.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3604	36.04%
OATP1B3 inhibitior	+	0.9207	92.07%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7298	72.98%
P-glycoprotein inhibitior	-	0.6654	66.54%
P-glycoprotein substrate	-	0.6772	67.72%
CYP3A4 substrate	+	0.6314	63.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8895	88.95%
CYP3A4 inhibition	+	0.7002	70.02%
CYP2C9 inhibition	-	0.8933	89.33%
CYP2C19 inhibition	-	0.9117	91.17%
CYP2D6 inhibition	-	0.9324	93.24%
CYP1A2 inhibition	-	0.6403	64.03%
CYP2C8 inhibition	+	0.5183	51.83%
CYP inhibitory promiscuity	-	0.7978	79.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4798	47.98%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9898	98.98%
Skin irritation	-	0.5613	56.13%
Skin corrosion	-	0.8489	84.89%
Ames mutagenesis	-	0.7340	73.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.8658	86.58%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.6302	63.02%
skin sensitisation	-	0.8379	83.79%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8035	80.35%
Acute Oral Toxicity (c)	I	0.3149	31.49%
Estrogen receptor binding	+	0.7941	79.41%
Androgen receptor binding	+	0.6987	69.87%
Thyroid receptor binding	-	0.6230	62.30%
Glucocorticoid receptor binding	+	0.7218	72.18%
Aromatase binding	+	0.5778	57.78%
PPAR gamma	+	0.6447	64.47%
Honey bee toxicity	-	0.8775	87.75%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9975	99.75%

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	96.35%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.10%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.00%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.30%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.38%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.38%	94.80%
CHEMBL3038469	P24941	CDK2/Cyclin A	85.29%	91.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.61%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.32%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.76%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.48%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	82.19%	91.49%

Plants that contains it

• Cedrela odorata

Cross-Links

• PubChem: 12313677
• LOTUS: LTS0057011
• wikiData: Q105384496