Fibrauretin B

Details

• Internal ID: 25c70eb6-256f-4303-8109-60b5bc4d18f3
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1S,2R,5S,8S,10S,11R,13S,16R)-8-(furan-3-yl)-1,16-dihydroxy-10-methyl-7,14-dioxatetracyclo[11.2.1.02,11.05,10]hexadecane-6,15-dione
• InChI: InChI=1S/C19H22O7/c1-18-7-14(9-4-5-24-8-9)25-16(21)11(18)3-2-10-12(18)6-13-15(20)19(10,23)17(22)26-13/h4-5,8,10-15,20,23H,2-3,6-7H2,1H3/t10-,11-,12-,13+,14+,15-,18-,19+/m1/s1
• InChI Key: UFAJMVOQMWLVQE-KFNPIGITSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₇
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.13655304 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.34
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL519851

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8989	89.89%
Caco-2	-	0.7248	72.48%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8371	83.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7959	79.59%
OATP1B3 inhibitior	+	0.9015	90.15%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8358	83.58%
BSEP inhibitior	-	0.8377	83.77%
P-glycoprotein inhibitior	-	0.8091	80.91%
P-glycoprotein substrate	-	0.6856	68.56%
CYP3A4 substrate	+	0.6752	67.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8367	83.67%
CYP3A4 inhibition	-	0.8313	83.13%
CYP2C9 inhibition	-	0.8763	87.63%
CYP2C19 inhibition	-	0.7824	78.24%
CYP2D6 inhibition	-	0.9558	95.58%
CYP1A2 inhibition	-	0.7649	76.49%
CYP2C8 inhibition	-	0.7950	79.50%
CYP inhibitory promiscuity	-	0.9830	98.30%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5115	51.15%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9756	97.56%
Skin irritation	-	0.6250	62.50%
Skin corrosion	-	0.8653	86.53%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4447	44.47%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.8625	86.25%
skin sensitisation	-	0.9044	90.44%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5634	56.34%
Acute Oral Toxicity (c)	I	0.3576	35.76%
Estrogen receptor binding	+	0.8950	89.50%
Androgen receptor binding	+	0.6368	63.68%
Thyroid receptor binding	-	0.5659	56.59%
Glucocorticoid receptor binding	+	0.8010	80.10%
Aromatase binding	+	0.5640	56.40%
PPAR gamma	-	0.5487	54.87%
Honey bee toxicity	-	0.8475	84.75%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9865	98.65%

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	94.83%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.28%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.22%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.08%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.85%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.76%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.27%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.54%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.66%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.01%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.29%	99.23%

Plants that contains it

• Fibraurea tinctoria

Cross-Links

• PubChem: 44588976
• LOTUS: LTS0273890
• wikiData: Q105271258