Hydroxyvermistatin

Details

• Internal ID: d6bfffa9-c5af-466f-80ba-15e164e7825e
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Benzofuranones
• IUPAC Name: (3R)-3-[5-hydroxy-4-oxo-6-[(E)-prop-1-enyl]pyran-3-yl]-4,6-dimethoxy-3H-2-benzofuran-1-one
• SMILES (Canonical): CC=CC1=C(C(=O)C(=CO1)C2C3=C(C=C(C=C3OC)OC)C(=O)O2)O
• SMILES (Isomeric): C/C=C/C1=C(C(=O)C(=CO1)[C@H]2C3=C(C=C(C=C3OC)OC)C(=O)O2)O
• InChI: InChI=1S/C18H16O7/c1-4-5-12-16(20)15(19)11(8-24-12)17-14-10(18(21)25-17)6-9(22-2)7-13(14)23-3/h4-8,17,20H,1-3H3/b5-4+/t17-/m0/s1
• InChI Key: PSQJPXDHIQCSGF-BDUNBXCCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₇
• Molecular Weight: 344.30 g/mol
• Exact Mass: 344.08960285 g/mol
• Topological Polar Surface Area (TPSA): 91.30 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9806	98.06%
Caco-2	+	0.6460	64.60%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7724	77.24%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.8085	80.85%
OATP1B3 inhibitior	+	0.8547	85.47%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5240	52.40%
P-glycoprotein inhibitior	+	0.7527	75.27%
P-glycoprotein substrate	-	0.7551	75.51%
CYP3A4 substrate	+	0.6171	61.71%
CYP2C9 substrate	-	0.5903	59.03%
CYP2D6 substrate	-	0.8618	86.18%
CYP3A4 inhibition	+	0.5095	50.95%
CYP2C9 inhibition	-	0.6747	67.47%
CYP2C19 inhibition	-	0.5853	58.53%
CYP2D6 inhibition	-	0.8688	86.88%
CYP1A2 inhibition	-	0.7267	72.67%
CYP2C8 inhibition	+	0.5555	55.55%
CYP inhibitory promiscuity	+	0.6034	60.34%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.7582	75.82%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.8053	80.53%
Skin irritation	-	0.7670	76.70%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5599	55.99%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5034	50.34%
skin sensitisation	-	0.8515	85.15%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6863	68.63%
Acute Oral Toxicity (c)	II	0.5976	59.76%
Estrogen receptor binding	+	0.7791	77.91%
Androgen receptor binding	+	0.6760	67.60%
Thyroid receptor binding	+	0.5581	55.81%
Glucocorticoid receptor binding	+	0.7353	73.53%
Aromatase binding	-	0.6374	63.74%
PPAR gamma	+	0.6655	66.55%
Honey bee toxicity	-	0.7927	79.27%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9833	98.33%

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	98.58%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.70%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.87%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.76%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.69%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.50%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.44%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.43%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.85%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.52%	92.62%
CHEMBL4208	P20618	Proteasome component C5	83.64%	90.00%
CHEMBL2535	P11166	Glucose transporter	83.51%	98.75%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	83.24%	98.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.61%	99.23%
CHEMBL1907	P15144	Aminopeptidase N	81.27%	93.31%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101447499
• LOTUS: LTS0089118
• wikiData: Q77387434