(r)-Phenyl(2,4,6-trihydroxy-3-(2-hydroxy-7-methyl-3-methyleneoct-6-en-1-yl)phenyl)methanone

Details

• Internal ID: 5bedbcb7-21c5-43d3-9093-1ec8e734b3bf
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: phenyl-[2,4,6-trihydroxy-3-[(2R)-2-hydroxy-7-methyl-3-methylideneoct-6-enyl]phenyl]methanone
• SMILES (Canonical): CC(=CCCC(=C)C(CC1=C(C(=C(C=C1O)O)C(=O)C2=CC=CC=C2)O)O)C
• SMILES (Isomeric): CC(=CCCC(=C)[C@@H](CC1=C(C(=C(C=C1O)O)C(=O)C2=CC=CC=C2)O)O)C
• InChI: InChI=1S/C23H26O5/c1-14(2)8-7-9-15(3)18(24)12-17-19(25)13-20(26)21(23(17)28)22(27)16-10-5-4-6-11-16/h4-6,8,10-11,13,18,24-26,28H,3,7,9,12H2,1-2H3/t18-/m1/s1
• InChI Key: VGLKZKNLQQGYHR-GOSISDBHSA-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

• (r)-phenyl(2,4,6-trihydroxy-3-(2-hydroxy-7-methyl-3-methyleneoct-6-en-1-yl)phenyl)methanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	-	0.8807	88.07%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8766	87.66%
OATP2B1 inhibitior	+	0.5704	57.04%
OATP1B1 inhibitior	+	0.8389	83.89%
OATP1B3 inhibitior	+	0.9204	92.04%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9125	91.25%
BSEP inhibitior	+	0.6811	68.11%
P-glycoprotein inhibitior	-	0.4438	44.38%
P-glycoprotein substrate	-	0.7597	75.97%
CYP3A4 substrate	-	0.5179	51.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7920	79.20%
CYP3A4 inhibition	+	0.7494	74.94%
CYP2C9 inhibition	+	0.5254	52.54%
CYP2C19 inhibition	+	0.6722	67.22%
CYP2D6 inhibition	-	0.7369	73.69%
CYP1A2 inhibition	+	0.6320	63.20%
CYP2C8 inhibition	+	0.5764	57.64%
CYP inhibitory promiscuity	+	0.5879	58.79%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8339	83.39%
Carcinogenicity (trinary)	Non-required	0.7650	76.50%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.8432	84.32%
Skin irritation	-	0.7264	72.64%
Skin corrosion	-	0.8955	89.55%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8125	81.25%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.5839	58.39%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7548	75.48%
Acute Oral Toxicity (c)	III	0.5492	54.92%
Estrogen receptor binding	+	0.7970	79.70%
Androgen receptor binding	+	0.5323	53.23%
Thyroid receptor binding	+	0.6944	69.44%
Glucocorticoid receptor binding	+	0.6614	66.14%
Aromatase binding	+	0.6597	65.97%
PPAR gamma	+	0.8612	86.12%
Honey bee toxicity	-	0.9000	90.00%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
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	98.37%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.04%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	91.59%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	91.42%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.04%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.69%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.39%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.52%	95.56%
CHEMBL4208	P20618	Proteasome component C5	83.33%	90.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.01%	94.62%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.24%	100.00%

Plants that contains it

• Tovomita longifolia

Cross-Links

• PubChem: 11703642
• LOTUS: LTS0179463
• wikiData: Q105285866