Vismiaphenone E

Details

• Internal ID: ac17704f-f14f-4b3f-8d3c-f237478201ac
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: [5,7-dihydroxy-2,2-dimethyl-8-(3-methylbut-2-enyl)chromen-6-yl]-(4-hydroxyphenyl)methanone
• SMILES (Canonical): CC(=CCC1=C2C(=C(C(=C1O)C(=O)C3=CC=C(C=C3)O)O)C=CC(O2)(C)C)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C(C(=C1O)C(=O)C3=CC=C(C=C3)O)O)C=CC(O2)(C)C)C
• InChI: InChI=1S/C23H24O5/c1-13(2)5-10-16-20(26)18(19(25)14-6-8-15(24)9-7-14)21(27)17-11-12-23(3,4)28-22(16)17/h5-9,11-12,24,26-27H,10H2,1-4H3
• InChI Key: QSVXAYSUSAXBGQ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₅
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.16237386 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 4.73
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• NSC709863
• NSC-709863
• [5,7-dihydroxy-2,2-dimethyl-8-(3-methylbut-2-enyl)chromen-6-yl]-(4-hydroxyphenyl)methanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	+	0.5987	59.87%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6754	67.54%
OATP2B1 inhibitior	-	0.7083	70.83%
OATP1B1 inhibitior	+	0.7053	70.53%
OATP1B3 inhibitior	+	0.9394	93.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7706	77.06%
P-glycoprotein inhibitior	+	0.5888	58.88%
P-glycoprotein substrate	-	0.5720	57.20%
CYP3A4 substrate	+	0.5672	56.72%
CYP2C9 substrate	-	0.8010	80.10%
CYP2D6 substrate	-	0.7847	78.47%
CYP3A4 inhibition	-	0.7581	75.81%
CYP2C9 inhibition	+	0.8468	84.68%
CYP2C19 inhibition	+	0.8691	86.91%
CYP2D6 inhibition	-	0.8013	80.13%
CYP1A2 inhibition	+	0.8795	87.95%
CYP2C8 inhibition	+	0.7022	70.22%
CYP inhibitory promiscuity	+	0.8729	87.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7003	70.03%
Eye corrosion	-	0.9905	99.05%
Eye irritation	+	0.6699	66.99%
Skin irritation	-	0.7033	70.33%
Skin corrosion	-	0.9187	91.87%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3756	37.56%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.6463	64.63%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.5517	55.17%
Acute Oral Toxicity (c)	III	0.6869	68.69%
Estrogen receptor binding	+	0.9473	94.73%
Androgen receptor binding	+	0.7872	78.72%
Thyroid receptor binding	+	0.7281	72.81%
Glucocorticoid receptor binding	+	0.8710	87.10%
Aromatase binding	+	0.6766	67.66%
PPAR gamma	+	0.8778	87.78%
Honey bee toxicity	-	0.8904	89.04%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9929	99.29%

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	98.64%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.30%	94.73%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	89.42%	93.10%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.70%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.01%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	87.84%	90.17%
CHEMBL4208	P20618	Proteasome component C5	87.67%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.69%	99.17%
CHEMBL2581	P07339	Cathepsin D	86.49%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	86.31%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.37%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.21%	89.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.93%	85.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.21%	89.67%

Plants that contains it

• Vismia cayennensis

Cross-Links

• PubChem: 474315
• LOTUS: LTS0152053
• wikiData: Q105227435