(2R,4aS,6aR,10R,10aS,10bR)-2-(furan-3-yl)-10-hydroxy-10b-methyl-1,2,4a,5,6,6a,8,9,10,10a-decahydrobenzo[f]isochromene-4,7-dione

Details

• Internal ID: cc939bf5-690e-495b-831e-4a080e46a4f0
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: (2R,4aS,6aR,10R,10aS,10bR)-2-(furan-3-yl)-10-hydroxy-10b-methyl-1,2,4a,5,6,6a,8,9,10,10a-decahydrobenzo[f]isochromene-4,7-dione
• InChI: InChI=1S/C18H22O5/c1-18-8-15(10-6-7-22-9-10)23-17(21)12(18)3-2-11-13(19)4-5-14(20)16(11)18/h6-7,9,11-12,14-16,20H,2-5,8H2,1H3/t11-,12+,14+,15+,16+,18-/m0/s1
• InChI Key: BGWRQUWBILWCAI-BDSWSSESSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₅
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.14672380 g/mol
• Topological Polar Surface Area (TPSA): 76.70 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.64
• 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	+	0.9873	98.73%
Caco-2	+	0.5058	50.58%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8387	83.87%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.7348	73.48%
OATP1B3 inhibitior	-	0.2183	21.83%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8108	81.08%
BSEP inhibitior	-	0.7943	79.43%
P-glycoprotein inhibitior	-	0.8176	81.76%
P-glycoprotein substrate	-	0.7456	74.56%
CYP3A4 substrate	+	0.6345	63.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7966	79.66%
CYP3A4 inhibition	-	0.7760	77.60%
CYP2C9 inhibition	-	0.8801	88.01%
CYP2C19 inhibition	-	0.8804	88.04%
CYP2D6 inhibition	-	0.9480	94.80%
CYP1A2 inhibition	-	0.8611	86.11%
CYP2C8 inhibition	-	0.7411	74.11%
CYP inhibitory promiscuity	-	0.9853	98.53%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4935	49.35%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9843	98.43%
Skin irritation	-	0.6162	61.62%
Skin corrosion	-	0.8547	85.47%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6800	68.00%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	-	0.9188	91.88%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5050	50.50%
Acute Oral Toxicity (c)	III	0.3434	34.34%
Estrogen receptor binding	+	0.9032	90.32%
Androgen receptor binding	+	0.6819	68.19%
Thyroid receptor binding	-	0.6904	69.04%
Glucocorticoid receptor binding	+	0.7480	74.80%
Aromatase binding	+	0.6178	61.78%
PPAR gamma	-	0.5217	52.17%
Honey bee toxicity	-	0.8824	88.24%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9664	96.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.71%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.10%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.02%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.05%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.74%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.35%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.35%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.87%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.97%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.86%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.54%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.09%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21729681
• LOTUS: LTS0082223
• wikiData: Q104888364