[2,6-Dihydroxy-4-(7-hydroxy-3,7-dimethyloct-2-enoxy)phenyl]-phenylmethanone

Details

• Internal ID: 06d7f225-1884-4476-a8b7-9cc9b042965e
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: [2,6-dihydroxy-4-(7-hydroxy-3,7-dimethyloct-2-enoxy)phenyl]-phenylmethanone
• SMILES (Canonical): CC(=CCOC1=CC(=C(C(=C1)O)C(=O)C2=CC=CC=C2)O)CCCC(C)(C)O
• SMILES (Isomeric): CC(=CCOC1=CC(=C(C(=C1)O)C(=O)C2=CC=CC=C2)O)CCCC(C)(C)O
• InChI: InChI=1S/C23H28O5/c1-16(8-7-12-23(2,3)27)11-13-28-18-14-19(24)21(20(25)15-18)22(26)17-9-5-4-6-10-17/h4-6,9-11,14-15,24-25,27H,7-8,12-13H2,1-3H3
• InChI Key: SZWIKNYZJWNAEK-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈O₅
• Molecular Weight: 384.50 g/mol
• Exact Mass: 384.19367399 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.60
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9916	99.16%
Caco-2	-	0.7135	71.35%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.9082	90.82%
OATP2B1 inhibitior	-	0.7165	71.65%
OATP1B1 inhibitior	+	0.8902	89.02%
OATP1B3 inhibitior	+	0.8775	87.75%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7885	78.85%
BSEP inhibitior	+	0.9285	92.85%
P-glycoprotein inhibitior	+	0.6523	65.23%
P-glycoprotein substrate	-	0.7916	79.16%
CYP3A4 substrate	+	0.5194	51.94%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8001	80.01%
CYP3A4 inhibition	-	0.6556	65.56%
CYP2C9 inhibition	+	0.6419	64.19%
CYP2C19 inhibition	+	0.6070	60.70%
CYP2D6 inhibition	-	0.8707	87.07%
CYP1A2 inhibition	+	0.7219	72.19%
CYP2C8 inhibition	+	0.7923	79.23%
CYP inhibitory promiscuity	-	0.5837	58.37%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8628	86.28%
Carcinogenicity (trinary)	Non-required	0.6731	67.31%
Eye corrosion	-	0.9942	99.42%
Eye irritation	-	0.8176	81.76%
Skin irritation	-	0.7686	76.86%
Skin corrosion	-	0.9680	96.80%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7328	73.28%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5267	52.67%
skin sensitisation	-	0.7418	74.18%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6438	64.38%
Acute Oral Toxicity (c)	III	0.5749	57.49%
Estrogen receptor binding	+	0.8706	87.06%
Androgen receptor binding	+	0.7666	76.66%
Thyroid receptor binding	+	0.7135	71.35%
Glucocorticoid receptor binding	+	0.7673	76.73%
Aromatase binding	+	0.8282	82.82%
PPAR gamma	+	0.8864	88.64%
Honey bee toxicity	-	0.9285	92.85%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
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	96.65%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.53%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.16%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	94.22%	94.73%
CHEMBL2039	P27338	Monoamine oxidase B	93.25%	92.51%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.19%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.84%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.44%	94.62%
CHEMBL4208	P20618	Proteasome component C5	88.54%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.72%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.16%	95.50%
CHEMBL2535	P11166	Glucose transporter	81.51%	98.75%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.96%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.11%	91.07%

Plants that contains it

• Hypericum sampsonii

Cross-Links

• PubChem: 72811912
• LOTUS: LTS0117611
• wikiData: Q105264439