(2R,6aR,10S,10aS,10bS)-2-(furan-3-yl)-10-hydroxy-6a,10b-dimethyl-2,6,10,10a-tetrahydro-1H-benzo[f]isochromene-4,7-dione

Details

• Internal ID: 6209360c-21fe-4b29-b7c3-7d7339ae9f72
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: (2R,6aR,10S,10aS,10bS)-2-(furan-3-yl)-10-hydroxy-6a,10b-dimethyl-2,6,10,10a-tetrahydro-1H-benzo[f]isochromene-4,7-dione
• InChI: InChI=1S/C19H20O5/c1-18-7-5-12-17(22)24-14(11-6-8-23-10-11)9-19(12,2)16(18)13(20)3-4-15(18)21/h3-6,8,10,13-14,16,20H,7,9H2,1-2H3/t13-,14+,16+,18-,19+/m0/s1
• InChI Key: BIASRRRDJDMDEH-UQOYYSHTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₅
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.13107373 g/mol
• Topological Polar Surface Area (TPSA): 76.70 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9845	98.45%
Caco-2	-	0.5653	56.53%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7999	79.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7830	78.30%
OATP1B3 inhibitior	+	0.9119	91.19%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5442	54.42%
P-glycoprotein inhibitior	-	0.7922	79.22%
P-glycoprotein substrate	-	0.6554	65.54%
CYP3A4 substrate	+	0.6123	61.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8874	88.74%
CYP3A4 inhibition	+	0.5333	53.33%
CYP2C9 inhibition	-	0.5936	59.36%
CYP2C19 inhibition	-	0.8143	81.43%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	-	0.8239	82.39%
CYP2C8 inhibition	-	0.5875	58.75%
CYP inhibitory promiscuity	-	0.7242	72.42%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Danger	0.5058	50.58%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9831	98.31%
Skin irritation	-	0.5993	59.93%
Skin corrosion	-	0.8987	89.87%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4208	42.08%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.7864	78.64%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.4872	48.72%
Acute Oral Toxicity (c)	I	0.5476	54.76%
Estrogen receptor binding	+	0.7076	70.76%
Androgen receptor binding	+	0.5224	52.24%
Thyroid receptor binding	-	0.5617	56.17%
Glucocorticoid receptor binding	+	0.6553	65.53%
Aromatase binding	+	0.6192	61.92%
PPAR gamma	-	0.5468	54.68%
Honey bee toxicity	-	0.8582	85.82%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9890	98.90%

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	96.66%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	95.71%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.26%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.36%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.41%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.11%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.87%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.71%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.02%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	84.34%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.98%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.21%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.59%	85.14%
CHEMBL2581	P07339	Cathepsin D	81.83%	98.95%

Plants that contains it

• Fibraurea tinctoria

Cross-Links

• PubChem: 162867628
• LOTUS: LTS0039423
• wikiData: Q104936341