(-)-chizhine A

Details

• Internal ID: 27c73a76-be59-444c-ad28-a49bf97a65d8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: (3R,5R)-3-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-5-(2-methylprop-1-enyl)oxolan-2-one
• InChI: InChI=1S/C16H18O5/c1-9(2)5-12-6-10(16(20)21-12)7-15(19)13-8-11(17)3-4-14(13)18/h3-5,8,10,12,17-18H,6-7H2,1-2H3/t10-,12+/m1/s1
• InChI Key: QRWTVFKEWNICIM-PWSUYJOCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₅
• Molecular Weight: 290.31 g/mol
• Exact Mass: 290.11542367 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9577	95.77%
Caco-2	+	0.5753	57.53%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8741	87.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8818	88.18%
OATP1B3 inhibitior	+	0.9520	95.20%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8407	84.07%
P-glycoprotein inhibitior	-	0.9101	91.01%
P-glycoprotein substrate	-	0.7238	72.38%
CYP3A4 substrate	+	0.5194	51.94%
CYP2C9 substrate	+	0.8190	81.90%
CYP2D6 substrate	-	0.8738	87.38%
CYP3A4 inhibition	-	0.6771	67.71%
CYP2C9 inhibition	+	0.8377	83.77%
CYP2C19 inhibition	+	0.7271	72.71%
CYP2D6 inhibition	-	0.8564	85.64%
CYP1A2 inhibition	+	0.5698	56.98%
CYP2C8 inhibition	-	0.8257	82.57%
CYP inhibitory promiscuity	+	0.7376	73.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8507	85.07%
Carcinogenicity (trinary)	Non-required	0.5037	50.37%
Eye corrosion	-	0.9740	97.40%
Eye irritation	-	0.7000	70.00%
Skin irritation	-	0.7025	70.25%
Skin corrosion	-	0.8918	89.18%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7858	78.58%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.6097	60.97%
skin sensitisation	+	0.4921	49.21%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5426	54.26%
Acute Oral Toxicity (c)	III	0.4019	40.19%
Estrogen receptor binding	+	0.6097	60.97%
Androgen receptor binding	+	0.7141	71.41%
Thyroid receptor binding	-	0.6221	62.21%
Glucocorticoid receptor binding	+	0.6546	65.46%
Aromatase binding	-	0.6149	61.49%
PPAR gamma	+	0.5996	59.96%
Honey bee toxicity	-	0.7011	70.11%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9846	98.46%

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	97.64%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.48%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.28%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.54%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.83%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.78%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.31%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.17%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139587927
• LOTUS: LTS0238209
• wikiData: Q105226712