(-)-chizhine D

Details

• Internal ID: a0244b52-3c6a-4a0c-800a-7012de492bfb
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: (2S)-2-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-6-methylhept-5-enoic acid
• SMILES (Canonical): CC(=CCCC(CC(=O)C1=C(C=CC(=C1)O)O)C(=O)O)C
• SMILES (Isomeric): CC(=CCC[C@@H](CC(=O)C1=C(C=CC(=C1)O)O)C(=O)O)C
• InChI: InChI=1S/C16H20O5/c1-10(2)4-3-5-11(16(20)21)8-15(19)13-9-12(17)6-7-14(13)18/h4,6-7,9,11,17-18H,3,5,8H2,1-2H3,(H,20,21)/t11-/m0/s1
• InChI Key: LDHARSAUIVWVIT-NSHDSACASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₅
• Molecular Weight: 292.33 g/mol
• Exact Mass: 292.13107373 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.12
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9807	98.07%
Caco-2	+	0.5265	52.65%
Blood Brain Barrier	-	0.7145	71.45%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.9199	91.99%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.8842	88.42%
OATP1B3 inhibitior	+	0.9154	91.54%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7259	72.59%
P-glycoprotein inhibitior	-	0.9578	95.78%
P-glycoprotein substrate	-	0.8446	84.46%
CYP3A4 substrate	-	0.5984	59.84%
CYP2C9 substrate	+	0.5999	59.99%
CYP2D6 substrate	-	0.8837	88.37%
CYP3A4 inhibition	-	0.6386	63.86%
CYP2C9 inhibition	+	0.5553	55.53%
CYP2C19 inhibition	+	0.5218	52.18%
CYP2D6 inhibition	-	0.7271	72.71%
CYP1A2 inhibition	+	0.5344	53.44%
CYP2C8 inhibition	-	0.8645	86.45%
CYP inhibitory promiscuity	-	0.7133	71.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7503	75.03%
Carcinogenicity (trinary)	Non-required	0.7242	72.42%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.5459	54.59%
Skin irritation	-	0.6936	69.36%
Skin corrosion	-	0.9128	91.28%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6665	66.65%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	+	0.5166	51.66%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.4846	48.46%
Acute Oral Toxicity (c)	III	0.5309	53.09%
Estrogen receptor binding	-	0.5623	56.23%
Androgen receptor binding	+	0.6270	62.70%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5724	57.24%
Aromatase binding	-	0.6376	63.76%
PPAR gamma	+	0.8115	81.15%
Honey bee toxicity	-	0.9022	90.22%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9972	99.72%

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	97.71%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.93%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.17%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.05%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.18%	94.62%
CHEMBL3401	O75469	Pregnane X receptor	88.75%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.62%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.05%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.96%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.82%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.70%	93.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.16%	90.71%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.42%	93.10%
CHEMBL340	P08684	Cytochrome P450 3A4	80.37%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139584651
• LOTUS: LTS0276365
• wikiData: Q77373246