[2,6-dihydroxy-4-[(2E,5S)-5-hydroxy-3,7-dimethylocta-2,7-dienoxy]phenyl]-phenylmethanone

Details

• Internal ID: edd421a6-e27a-4ad5-8e03-e57f11693ffd
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzophenones
• IUPAC Name: [2,6-dihydroxy-4-[(2E,5S)-5-hydroxy-3,7-dimethylocta-2,7-dienoxy]phenyl]-phenylmethanone
• SMILES (Canonical): CC(=C)CC(CC(=CCOC1=CC(=C(C(=C1)O)C(=O)C2=CC=CC=C2)O)C)O
• SMILES (Isomeric): CC(=C)C[C@@H](C/C(=C/COC1=CC(=C(C(=C1)O)C(=O)C2=CC=CC=C2)O)/C)O
• InChI: InChI=1S/C23H26O5/c1-15(2)11-18(24)12-16(3)9-10-28-19-13-20(25)22(21(26)14-19)23(27)17-7-5-4-6-8-17/h4-9,13-14,18,24-26H,1,10-12H2,2-3H3/b16-9+/t18-/m0/s1
• InChI Key: QDLLLVHQQOHZHP-WBNHJWIASA-N
• Popularity: 0 references 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): 87.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 4.37
• 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	+	0.9908	99.08%
Caco-2	-	0.6371	63.71%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8369	83.69%
OATP2B1 inhibitior	-	0.5759	57.59%
OATP1B1 inhibitior	+	0.8955	89.55%
OATP1B3 inhibitior	+	0.9314	93.14%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8588	85.88%
BSEP inhibitior	+	0.8618	86.18%
P-glycoprotein inhibitior	+	0.6923	69.23%
P-glycoprotein substrate	-	0.7909	79.09%
CYP3A4 substrate	+	0.5154	51.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7664	76.64%
CYP3A4 inhibition	+	0.7111	71.11%
CYP2C9 inhibition	-	0.5588	55.88%
CYP2C19 inhibition	+	0.7113	71.13%
CYP2D6 inhibition	-	0.7440	74.40%
CYP1A2 inhibition	+	0.8285	82.85%
CYP2C8 inhibition	+	0.6756	67.56%
CYP inhibitory promiscuity	+	0.6705	67.05%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8228	82.28%
Carcinogenicity (trinary)	Non-required	0.7536	75.36%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.8620	86.20%
Skin irritation	-	0.8125	81.25%
Skin corrosion	-	0.9478	94.78%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7088	70.88%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5908	59.08%
skin sensitisation	+	0.5379	53.79%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5742	57.42%
Acute Oral Toxicity (c)	III	0.6573	65.73%
Estrogen receptor binding	+	0.8469	84.69%
Androgen receptor binding	+	0.7838	78.38%
Thyroid receptor binding	+	0.6641	66.41%
Glucocorticoid receptor binding	+	0.8263	82.63%
Aromatase binding	+	0.8407	84.07%
PPAR gamma	+	0.8157	81.57%
Honey bee toxicity	-	0.8377	83.77%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
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	94.88%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.45%	99.17%
CHEMBL2581	P07339	Cathepsin D	93.96%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.26%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.06%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.37%	94.62%
CHEMBL3401	O75469	Pregnane X receptor	91.34%	94.73%
CHEMBL4208	P20618	Proteasome component C5	90.91%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.93%	96.09%
CHEMBL2535	P11166	Glucose transporter	88.70%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.48%	95.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.16%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.01%	89.00%

Plants that contains it

• Hypericum sampsonii

Cross-Links

• PubChem: 163186585
• LOTUS: LTS0058988
• wikiData: Q105218861