Vismiaphenone D

Details

• Internal ID: 82648498-2532-4d63-8a60-44d6875a992b
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: [2,6-dihydroxy-4-methoxy-3,5-bis(3-methylbut-2-enyl)phenyl]-(4-hydroxyphenyl)methanone
• SMILES (Canonical): CC(=CCC1=C(C(=C(C(=C1OC)CC=C(C)C)O)C(=O)C2=CC=C(C=C2)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C(=C(C(=C1OC)CC=C(C)C)O)C(=O)C2=CC=C(C=C2)O)O)C
• InChI: InChI=1S/C24H28O5/c1-14(2)6-12-18-22(27)20(21(26)16-8-10-17(25)11-9-16)23(28)19(24(18)29-5)13-7-15(3)4/h6-11,25,27-28H,12-13H2,1-5H3
• InChI Key: FKLXSDINWGPHEI-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₅
• Molecular Weight: 396.50 g/mol
• Exact Mass: 396.19367399 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 5.06
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

• CHEMBL463208
• SCHEMBL4003423
• NSC709862
• NSC-709862
• [2,6-dihydroxy-4-methoxy-3,5-bis(3-methylbut-2-enyl)phenyl]-(4-hydroxyphenyl)methanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	+	0.7035	70.35%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8120	81.20%
OATP2B1 inhibitior	-	0.7075	70.75%
OATP1B1 inhibitior	+	0.7579	75.79%
OATP1B3 inhibitior	+	0.8776	87.76%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7231	72.31%
P-glycoprotein inhibitior	+	0.7100	71.00%
P-glycoprotein substrate	-	0.7950	79.50%
CYP3A4 substrate	-	0.5482	54.82%
CYP2C9 substrate	-	0.6023	60.23%
CYP2D6 substrate	-	0.7798	77.98%
CYP3A4 inhibition	-	0.6712	67.12%
CYP2C9 inhibition	+	0.8238	82.38%
CYP2C19 inhibition	+	0.9049	90.49%
CYP2D6 inhibition	-	0.7020	70.20%
CYP1A2 inhibition	+	0.7755	77.55%
CYP2C8 inhibition	+	0.6841	68.41%
CYP inhibitory promiscuity	+	0.8631	86.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7916	79.16%
Carcinogenicity (trinary)	Non-required	0.7686	76.86%
Eye corrosion	-	0.9897	98.97%
Eye irritation	+	0.6759	67.59%
Skin irritation	-	0.8160	81.60%
Skin corrosion	-	0.9557	95.57%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5690	56.90%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.6648	66.48%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6796	67.96%
Acute Oral Toxicity (c)	III	0.6824	68.24%
Estrogen receptor binding	+	0.9249	92.49%
Androgen receptor binding	+	0.7519	75.19%
Thyroid receptor binding	+	0.6283	62.83%
Glucocorticoid receptor binding	+	0.8414	84.14%
Aromatase binding	+	0.6219	62.19%
PPAR gamma	+	0.9263	92.63%
Honey bee toxicity	-	0.9401	94.01%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	95.79%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.58%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.52%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.08%	96.09%
CHEMBL3194	P02766	Transthyretin	84.88%	90.71%
CHEMBL4208	P20618	Proteasome component C5	84.87%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	83.72%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.77%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.72%	95.50%
CHEMBL2581	P07339	Cathepsin D	81.67%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.15%	97.21%

Plants that contains it

• Vismia cayennensis

Cross-Links

• PubChem: 5675
• LOTUS: LTS0251492
• wikiData: Q104996685