Bhimamycin A

Details

• Internal ID: 914e5c97-3556-4150-9285-c358876be485
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 5-hydroxy-1-(1-hydroxyethyl)-3-methylbenzo[f][2]benzofuran-4,9-dione
• SMILES (Canonical): CC1=C2C(=C(O1)C(C)O)C(=O)C3=C(C2=O)C(=CC=C3)O
• SMILES (Isomeric): CC1=C2C(=C(O1)C(C)O)C(=O)C3=C(C2=O)C(=CC=C3)O
• InChI: InChI=1S/C15H12O5/c1-6(16)15-12-10(7(2)20-15)14(19)11-8(13(12)18)4-3-5-9(11)17/h3-6,16-17H,1-2H3
• InChI Key: VIBRJPNFOAVLAA-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₅
• Molecular Weight: 272.25 g/mol
• Exact Mass: 272.06847348 g/mol
• Topological Polar Surface Area (TPSA): 87.70 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.12
• H-Bond Acceptor: 5
• 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	+	0.9872	98.72%
Caco-2	-	0.5301	53.01%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7991	79.91%
OATP2B1 inhibitior	-	0.7158	71.58%
OATP1B1 inhibitior	+	0.8993	89.93%
OATP1B3 inhibitior	+	0.8272	82.72%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8754	87.54%
P-glycoprotein inhibitior	-	0.8578	85.78%
P-glycoprotein substrate	-	0.8928	89.28%
CYP3A4 substrate	-	0.5274	52.74%
CYP2C9 substrate	-	0.6310	63.10%
CYP2D6 substrate	-	0.8320	83.20%
CYP3A4 inhibition	-	0.8476	84.76%
CYP2C9 inhibition	+	0.8144	81.44%
CYP2C19 inhibition	-	0.5771	57.71%
CYP2D6 inhibition	-	0.8157	81.57%
CYP1A2 inhibition	+	0.9393	93.93%
CYP2C8 inhibition	-	0.8148	81.48%
CYP inhibitory promiscuity	+	0.5500	55.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.4772	47.72%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.5828	58.28%
Skin irritation	-	0.6057	60.57%
Skin corrosion	-	0.9528	95.28%
Ames mutagenesis	+	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7948	79.48%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.7976	79.76%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5927	59.27%
Acute Oral Toxicity (c)	III	0.6015	60.15%
Estrogen receptor binding	+	0.7358	73.58%
Androgen receptor binding	-	0.4928	49.28%
Thyroid receptor binding	-	0.5917	59.17%
Glucocorticoid receptor binding	+	0.7161	71.61%
Aromatase binding	+	0.6393	63.93%
PPAR gamma	+	0.6017	60.17%
Honey bee toxicity	-	0.9029	90.29%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9626	96.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.03%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.99%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.67%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	94.69%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.65%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.87%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.97%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	89.69%	91.49%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.64%	93.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.35%	96.38%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.03%	94.00%
CHEMBL2535	P11166	Glucose transporter	83.92%	98.75%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.52%	93.65%
CHEMBL1937	Q92769	Histone deacetylase 2	80.51%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10038862
• LOTUS: LTS0259712
• wikiData: Q105286736