fibaruretin D

Details

• Internal ID: 30cb916d-c6f2-4d51-a21a-6cc1be573066
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: (2R,6aR,10aS,10bS)-2-(furan-3-yl)-6a,10b-dimethyl-2,6,10,10a-tetrahydro-1H-benzo[f]isochromene-4,7-dione
• InChI: InChI=1S/C19H20O4/c1-18-8-6-13-17(21)23-14(12-7-9-22-11-12)10-19(13,2)15(18)4-3-5-16(18)20/h3,5-7,9,11,14-15H,4,8,10H2,1-2H3/t14-,15-,18-,19-/m1/s1
• InChI Key: LAXIYINGQJWPCG-OHDICMOHSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₄
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.13615911 g/mol
• Topological Polar Surface Area (TPSA): 56.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.76
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• CHEMBL485038
• 2-(3-furyl)-1,4,6,6a,7,10,10a,10b-octahydro-6a,10b-dimethyl-2H-naptho [2,1-c]pyran-7,4-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.6878	68.78%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7619	76.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8112	81.12%
OATP1B3 inhibitior	+	0.8895	88.95%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6244	62.44%
P-glycoprotein inhibitior	-	0.7612	76.12%
P-glycoprotein substrate	-	0.7116	71.16%
CYP3A4 substrate	+	0.6249	62.49%
CYP2C9 substrate	-	0.8190	81.90%
CYP2D6 substrate	-	0.8946	89.46%
CYP3A4 inhibition	+	0.6879	68.79%
CYP2C9 inhibition	-	0.8199	81.99%
CYP2C19 inhibition	-	0.8470	84.70%
CYP2D6 inhibition	-	0.9500	95.00%
CYP1A2 inhibition	-	0.7907	79.07%
CYP2C8 inhibition	-	0.6456	64.56%
CYP inhibitory promiscuity	-	0.7185	71.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4502	45.02%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9867	98.67%
Skin irritation	-	0.5947	59.47%
Skin corrosion	-	0.8876	88.76%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8355	83.55%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.7901	79.01%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5617	56.17%
Acute Oral Toxicity (c)	III	0.3219	32.19%
Estrogen receptor binding	+	0.8004	80.04%
Androgen receptor binding	+	0.5484	54.84%
Thyroid receptor binding	-	0.5237	52.37%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6680	66.80%
PPAR gamma	-	0.5922	59.22%
Honey bee toxicity	-	0.8823	88.23%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.26%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.66%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.88%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.37%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.54%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.56%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.06%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.89%	96.09%
CHEMBL2581	P07339	Cathepsin D	83.18%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.82%	100.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.96%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.09%	89.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.09%	100.00%

Plants that contains it

• Fibraurea tinctoria

Cross-Links

• PubChem: 44588977
• LOTUS: LTS0271550
• wikiData: Q105149053