Citreobenzofuran B

Details

• Internal ID: 5de59f7d-7a4a-4489-9a3a-cfb3604bf2e6
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (8R,9R)-3-(hydroxymethyl)-5,9-dimethyl-6,7,8,9-tetrahydrobenzo[g][1]benzofuran-8-ol
• InChI: InChI=1S/C15H18O3/c1-8-5-12-10(6-16)7-18-15(12)14-9(2)13(17)4-3-11(8)14/h5,7,9,13,16-17H,3-4,6H2,1-2H3/t9-,13+/m0/s1
• InChI Key: KFNIOOQVUNXCSG-TVQRCGJNSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 53.60 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.64
• H-Bond Acceptor: 3
• 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	+	0.9957	99.57%
Caco-2	+	0.7253	72.53%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6567	65.67%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9156	91.56%
OATP1B3 inhibitior	+	0.9417	94.17%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8403	84.03%
P-glycoprotein inhibitior	-	0.8908	89.08%
P-glycoprotein substrate	-	0.8018	80.18%
CYP3A4 substrate	+	0.5481	54.81%
CYP2C9 substrate	-	0.5801	58.01%
CYP2D6 substrate	+	0.3793	37.93%
CYP3A4 inhibition	-	0.7936	79.36%
CYP2C9 inhibition	-	0.8149	81.49%
CYP2C19 inhibition	-	0.6149	61.49%
CYP2D6 inhibition	-	0.8864	88.64%
CYP1A2 inhibition	+	0.6850	68.50%
CYP2C8 inhibition	-	0.7313	73.13%
CYP inhibitory promiscuity	-	0.6229	62.29%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5875	58.75%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8767	87.67%
Skin irritation	-	0.7625	76.25%
Skin corrosion	-	0.9364	93.64%
Ames mutagenesis	+	0.6146	61.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5101	51.01%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5448	54.48%
skin sensitisation	-	0.7967	79.67%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.9644	96.44%
Acute Oral Toxicity (c)	III	0.6062	60.62%
Estrogen receptor binding	-	0.6064	60.64%
Androgen receptor binding	+	0.6467	64.67%
Thyroid receptor binding	+	0.6474	64.74%
Glucocorticoid receptor binding	+	0.7083	70.83%
Aromatase binding	-	0.7745	77.45%
PPAR gamma	+	0.6319	63.19%
Honey bee toxicity	-	0.9216	92.16%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.7568	75.68%

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	98.67%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.98%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.60%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.97%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.88%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.40%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.71%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.77%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.31%	95.56%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	83.26%	90.71%
CHEMBL1871	P10275	Androgen Receptor	83.12%	96.43%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.81%	93.99%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.74%	100.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.83%	86.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15747874
• LOTUS: LTS0159269
• wikiData: Q105140486