Cryptomoscatone D2

Details

• Internal ID: dd7299da-b500-484c-a762-19a6a8c26515
• Taxonomy: Phenylpropanoids and polyketides > Cinnamyl alcohols
• IUPAC Name: (2R)-2-[(E,2R,4R)-2,4-dihydroxy-6-phenylhex-5-enyl]-2,3-dihydropyran-6-one
• SMILES (Canonical): C1C=CC(=O)OC1CC(CC(C=CC2=CC=CC=C2)O)O
• SMILES (Isomeric): C1C=CC(=O)O[C@H]1C[C@@H](C[C@H](/C=C/C2=CC=CC=C2)O)O
• InChI: InChI=1S/C17H20O4/c18-14(10-9-13-5-2-1-3-6-13)11-15(19)12-16-7-4-8-17(20)21-16/h1-6,8-10,14-16,18-19H,7,11-12H2/b10-9+/t14-,15+,16+/m0/s1
• InChI Key: GOQOIZFMLWZVMB-GLBZDCTLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₄
• Molecular Weight: 288.34 g/mol
• Exact Mass: 288.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• 276856-55-4
• AKOS040761543
• HY-138073
• CS-0144309
• (R)-6-((2R,4R,E)-2,4-Dihydroxy-6-phenylhex-5-en-1-yl)-5,6-dihydro-2H-pyran-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7590	75.90%
Caco-2	+	0.5490	54.90%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6755	67.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9014	90.14%
OATP1B3 inhibitior	+	0.9565	95.65%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7334	73.34%
P-glycoprotein inhibitior	-	0.8428	84.28%
P-glycoprotein substrate	-	0.8094	80.94%
CYP3A4 substrate	-	0.5158	51.58%
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	-	0.6909	69.09%
CYP inhibitory promiscuity	-	0.7570	75.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8828	88.28%
Carcinogenicity (trinary)	Non-required	0.6518	65.18%
Eye corrosion	-	0.9796	97.96%
Eye irritation	-	0.6778	67.78%
Skin irritation	-	0.6014	60.14%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.5241	52.41%
Hepatotoxicity	+	0.6230	62.30%
skin sensitisation	-	0.7825	78.25%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7969	79.69%
Acute Oral Toxicity (c)	III	0.6036	60.36%
Estrogen receptor binding	+	0.8011	80.11%
Androgen receptor binding	-	0.5352	53.52%
Thyroid receptor binding	-	0.6949	69.49%
Glucocorticoid receptor binding	-	0.6497	64.97%
Aromatase binding	+	0.5467	54.67%
PPAR gamma	-	0.5094	50.94%
Honey bee toxicity	-	0.8783	87.83%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
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	96.22%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.44%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.33%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.65%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.90%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.03%	93.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.33%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.86%	99.17%
CHEMBL5805	Q9NR97	Toll-like receptor 8	82.80%	96.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.65%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	80.10%	94.73%

Plants that contains it

• Cryptocarya moschata

Cross-Links

• PubChem: 60143302
• LOTUS: LTS0108654
• wikiData: Q105014414