Tensidol A

Details

• Internal ID: fca110fc-33b5-4dfd-90a5-f6420ac6d015
• Taxonomy: Organoheterocyclic compounds > Furopyrroles
• IUPAC Name: 6-benzylfuro[2,3-b]pyrrole-3,4-diol
• SMILES (Canonical): C1=CC=C(C=C1)CN2C=C(C3=C2OC=C3O)O
• SMILES (Isomeric): C1=CC=C(C=C1)CN2C=C(C3=C2OC=C3O)O
• InChI: InChI=1S/C13H11NO3/c15-10-7-14(6-9-4-2-1-3-5-9)13-12(10)11(16)8-17-13/h1-5,7-8,15-16H,6H2
• InChI Key: GGSHHBZFOCFAIS-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₁NO₃
• Molecular Weight: 229.23 g/mol
• Exact Mass: 229.07389321 g/mol
• Topological Polar Surface Area (TPSA): 58.50 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 6-benzylfuro[2,3-b]pyrrole-3,4-diol
• 6-benzyl-6H-furo[2,3-b]pyrrole-3,4-diol
• Q27133305

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7931	79.31%
Caco-2	+	0.6902	69.02%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5290	52.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9112	91.12%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7734	77.34%
P-glycoprotein inhibitior	-	0.9112	91.12%
P-glycoprotein substrate	-	0.9616	96.16%
CYP3A4 substrate	-	0.6102	61.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7864	78.64%
CYP3A4 inhibition	-	0.9465	94.65%
CYP2C9 inhibition	-	0.8029	80.29%
CYP2C19 inhibition	-	0.7030	70.30%
CYP2D6 inhibition	-	0.8578	85.78%
CYP1A2 inhibition	+	0.5569	55.69%
CYP2C8 inhibition	-	0.6292	62.92%
CYP inhibitory promiscuity	+	0.5126	51.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4942	49.42%
Eye corrosion	-	0.9872	98.72%
Eye irritation	+	0.7088	70.88%
Skin irritation	-	0.7547	75.47%
Skin corrosion	-	0.9235	92.35%
Ames mutagenesis	+	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6290	62.90%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8607	86.07%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.5927	59.27%
Nephrotoxicity	-	0.7704	77.04%
Acute Oral Toxicity (c)	III	0.6397	63.97%
Estrogen receptor binding	+	0.7127	71.27%
Androgen receptor binding	+	0.5385	53.85%
Thyroid receptor binding	+	0.6127	61.27%
Glucocorticoid receptor binding	+	0.6948	69.48%
Aromatase binding	+	0.8508	85.08%
PPAR gamma	+	0.9226	92.26%
Honey bee toxicity	-	0.8865	88.65%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	-	0.8295	82.95%

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	96.69%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.55%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.83%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.15%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.83%	96.09%
CHEMBL3891	P07384	Calpain 1	84.97%	93.04%
CHEMBL3902	P09211	Glutathione S-transferase Pi	83.48%	93.81%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.31%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.24%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16084767
• LOTUS: LTS0024395
• wikiData: Q27133305