Phenyl-[2,4,6-trihydroxy-3-(6-hydroxy-3,7-dimethylocta-2,7-dienyl)phenyl]methanone

Details

• Internal ID: 62e4865c-c76e-4d1d-a505-876c48333eb0
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: phenyl-[2,4,6-trihydroxy-3-(6-hydroxy-3,7-dimethylocta-2,7-dienyl)phenyl]methanone
• SMILES (Canonical): CC(=C)C(CCC(=CCC1=C(C(=C(C=C1O)O)C(=O)C2=CC=CC=C2)O)C)O
• SMILES (Isomeric): CC(=C)C(CCC(=CCC1=C(C(=C(C=C1O)O)C(=O)C2=CC=CC=C2)O)C)O
• InChI: InChI=1S/C23H26O5/c1-14(2)18(24)12-10-15(3)9-11-17-19(25)13-20(26)21(23(17)28)22(27)16-7-5-4-6-8-16/h4-9,13,18,24-26,28H,1,10-12H2,2-3H3
• InChI Key: SQVLUKXMKYWAOR-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₅
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.17802393 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 4.24
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9918	99.18%
Caco-2	-	0.6929	69.29%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8274	82.74%
OATP2B1 inhibitior	+	0.5698	56.98%
OATP1B1 inhibitior	+	0.8503	85.03%
OATP1B3 inhibitior	+	0.9214	92.14%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8625	86.25%
BSEP inhibitior	+	0.8396	83.96%
P-glycoprotein inhibitior	+	0.5760	57.60%
P-glycoprotein substrate	-	0.7182	71.82%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7920	79.20%
CYP3A4 inhibition	+	0.7748	77.48%
CYP2C9 inhibition	-	0.6612	66.12%
CYP2C19 inhibition	-	0.5497	54.97%
CYP2D6 inhibition	-	0.8077	80.77%
CYP1A2 inhibition	+	0.6019	60.19%
CYP2C8 inhibition	-	0.5593	55.93%
CYP inhibitory promiscuity	-	0.5600	56.00%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8139	81.39%
Carcinogenicity (trinary)	Non-required	0.7446	74.46%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.8514	85.14%
Skin irritation	-	0.7225	72.25%
Skin corrosion	-	0.8846	88.46%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7087	70.87%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.5635	56.35%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8599	85.99%
Acute Oral Toxicity (c)	III	0.5533	55.33%
Estrogen receptor binding	+	0.8378	83.78%
Androgen receptor binding	+	0.5206	52.06%
Thyroid receptor binding	+	0.6724	67.24%
Glucocorticoid receptor binding	+	0.7944	79.44%
Aromatase binding	+	0.6711	67.11%
PPAR gamma	+	0.8780	87.80%
Honey bee toxicity	-	0.9126	91.26%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
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	97.88%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.25%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.18%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.77%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.40%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.08%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.71%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.35%	94.62%
CHEMBL221	P23219	Cyclooxygenase-1	85.89%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.80%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.81%	96.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.41%	100.00%

Plants that contains it

• Tovomita longifolia

Cross-Links

• PubChem: 73040902
• LOTUS: LTS0147459
• wikiData: Q105258662