Syzygiol

Details

• Internal ID: 3ecf7e1d-5ed6-4a75-a593-80d2e8d4004f
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives
• IUPAC Name: 3-hydroxy-2-[(Z)-3-hydroxy-3-phenylprop-2-enoyl]-5-methoxy-6,6-dimethylcyclohexa-2,4-dien-1-one
• InChI: InChI=1S/C18H18O5/c1-18(2)15(23-3)10-14(21)16(17(18)22)13(20)9-12(19)11-7-5-4-6-8-11/h4-10,19,21H,1-3H3/b12-9-
• InChI Key: GVAQGCYXZYJWML-XFXZXTDPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₅
• Molecular Weight: 314.30 g/mol
• Exact Mass: 314.11542367 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• CHEBI:137879
• LMPK12120417
• 3-hydroxy-2-[(Z)-3-hydroxy-3-phenylprop-2-enoyl]-5-methoxy-6,6-dimethylcyclohexa-2,4-dien-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9888	98.88%
Caco-2	+	0.8110	81.10%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8999	89.99%
OATP2B1 inhibitior	-	0.5745	57.45%
OATP1B1 inhibitior	+	0.8197	81.97%
OATP1B3 inhibitior	+	0.9158	91.58%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6172	61.72%
P-glycoprotein inhibitior	-	0.5372	53.72%
P-glycoprotein substrate	-	0.9341	93.41%
CYP3A4 substrate	+	0.5549	55.49%
CYP2C9 substrate	-	0.8095	80.95%
CYP2D6 substrate	-	0.8750	87.50%
CYP3A4 inhibition	-	0.8610	86.10%
CYP2C9 inhibition	-	0.5174	51.74%
CYP2C19 inhibition	+	0.6550	65.50%
CYP2D6 inhibition	-	0.8970	89.70%
CYP1A2 inhibition	-	0.7253	72.53%
CYP2C8 inhibition	+	0.5464	54.64%
CYP inhibitory promiscuity	+	0.5351	53.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6421	64.21%
Carcinogenicity (trinary)	Non-required	0.5822	58.22%
Eye corrosion	-	0.9813	98.13%
Eye irritation	+	0.6448	64.48%
Skin irritation	-	0.7831	78.31%
Skin corrosion	-	0.9793	97.93%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6329	63.29%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5822	58.22%
skin sensitisation	-	0.5968	59.68%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.7050	70.50%
Acute Oral Toxicity (c)	III	0.5898	58.98%
Estrogen receptor binding	+	0.8756	87.56%
Androgen receptor binding	+	0.7310	73.10%
Thyroid receptor binding	+	0.5567	55.67%
Glucocorticoid receptor binding	+	0.5750	57.50%
Aromatase binding	+	0.7530	75.30%
PPAR gamma	+	0.6565	65.65%
Honey bee toxicity	-	0.8904	89.04%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9838	98.38%

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	97.59%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.54%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	95.05%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.71%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.50%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.28%	99.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.78%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.49%	94.08%
CHEMBL4208	P20618	Proteasome component C5	84.09%	90.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.80%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.71%	95.50%
CHEMBL2535	P11166	Glucose transporter	81.47%	98.75%

Plants that contains it

• Syzygium polycephaloides

Cross-Links

• PubChem: 9972913
• LOTUS: LTS0040432
• wikiData: Q76414904