CID 11716631

Details

• Internal ID: 15134536-42fd-429e-9751-3f62d8589cef
• Taxonomy: Phenylpropanoids and polyketides > Cinnamyl alcohols
• IUPAC Name: (2R)-2-[(1E,4S,6R,7E)-4,6-dihydroxy-8-phenylocta-1,7-dienyl]-2,3-dihydropyran-6-one
• SMILES (Canonical): C1C=CC(=O)OC1C=CCC(CC(C=CC2=CC=CC=C2)O)O
• SMILES (Isomeric): C1C=CC(=O)O[C@H]1/C=C/C[C@@H](C[C@H](/C=C/C2=CC=CC=C2)O)O
• InChI: InChI=1S/C19H22O4/c20-16(8-4-9-18-10-5-11-19(22)23-18)14-17(21)13-12-15-6-2-1-3-7-15/h1-7,9,11-13,16-18,20-21H,8,10,14H2/b9-4+,13-12+/t16-,17-,18-/m0/s1
• InChI Key: JSKFCRSAYKODTM-RURAAYBUSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₄
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

• 160098-78-2
• (2R)-2-[(1E,4S,6R,7E)-4,6-dihydroxy-8-phenylocta-1,7-dienyl]-2,3-dihydropyran-6-one
• AKOS040761542

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7590	75.90%
Caco-2	-	0.6597	65.97%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6755	67.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8670	86.70%
OATP1B3 inhibitior	+	0.9565	95.65%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5276	52.76%
P-glycoprotein inhibitior	-	0.6560	65.60%
P-glycoprotein substrate	-	0.7543	75.43%
CYP3A4 substrate	+	0.5292	52.92%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.8532	85.32%
CYP3A4 inhibition	+	0.6814	68.14%
CYP2C9 inhibition	-	0.8599	85.99%
CYP2C19 inhibition	-	0.7358	73.58%
CYP2D6 inhibition	-	0.9168	91.68%
CYP1A2 inhibition	-	0.9399	93.99%
CYP2C8 inhibition	-	0.5969	59.69%
CYP inhibitory promiscuity	-	0.7570	75.70%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8828	88.28%
Carcinogenicity (trinary)	Non-required	0.6518	65.18%
Eye corrosion	-	0.9796	97.96%
Eye irritation	-	0.7418	74.18%
Skin irritation	-	0.6014	60.14%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6216	62.16%
Micronuclear	-	0.5241	52.41%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.7825	78.25%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8401	84.01%
Acute Oral Toxicity (c)	III	0.6036	60.36%
Estrogen receptor binding	+	0.8071	80.71%
Androgen receptor binding	+	0.6465	64.65%
Thyroid receptor binding	-	0.6284	62.84%
Glucocorticoid receptor binding	-	0.5807	58.07%
Aromatase binding	+	0.6917	69.17%
PPAR gamma	+	0.7275	72.75%
Honey bee toxicity	-	0.8724	87.24%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.7195	71.95%

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	96.18%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.93%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.63%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.05%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.41%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.61%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.94%	93.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.91%	94.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.23%	100.00%

Plants that contains it

• Cryptocarya latifolia
• Cryptocarya liebertiana
• Cryptocarya mandioccana
• Cryptocarya moschata
• Cryptocarya myrtifolia

Cross-Links

• PubChem: 11716631
• LOTUS: LTS0059037
• wikiData: Q104403083