4-Hydroxyhyperolactone D

Details

• Internal ID: 374b98dd-95ed-4054-ba8d-8acd925bcee7
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives
• IUPAC Name: (4S)-4-ethenyl-3-hydroxy-3-[(Z)-3-hydroxy-3-phenylprop-2-enoyl]-4-methyloxolan-2-one
• SMILES (Canonical): CC1(COC(=O)C1(C(=O)C=C(C2=CC=CC=C2)O)O)C=C
• SMILES (Isomeric): C[C@@]1(COC(=O)C1(C(=O)/C=C(/C2=CC=CC=C2)\O)O)C=C
• InChI: InChI=1S/C16H16O5/c1-3-15(2)10-21-14(19)16(15,20)13(18)9-12(17)11-7-5-4-6-8-11/h3-9,17,20H,1,10H2,2H3/b12-9-/t15-,16?/m0/s1
• InChI Key: BHPIIQWXAQWASX-JCWIHFPZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₅
• Molecular Weight: 288.29 g/mol
• Exact Mass: 288.09977361 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.63
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• CHEMBL1081689

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9234	92.34%
Caco-2	+	0.5802	58.02%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8128	81.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9275	92.75%
OATP1B3 inhibitior	+	0.9454	94.54%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6321	63.21%
P-glycoprotein inhibitior	-	0.8951	89.51%
P-glycoprotein substrate	-	0.9140	91.40%
CYP3A4 substrate	-	0.5163	51.63%
CYP2C9 substrate	-	0.8039	80.39%
CYP2D6 substrate	-	0.8989	89.89%
CYP3A4 inhibition	-	0.9121	91.21%
CYP2C9 inhibition	-	0.7619	76.19%
CYP2C19 inhibition	-	0.8212	82.12%
CYP2D6 inhibition	-	0.9443	94.43%
CYP1A2 inhibition	-	0.7714	77.14%
CYP2C8 inhibition	-	0.6837	68.37%
CYP inhibitory promiscuity	-	0.8476	84.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8671	86.71%
Carcinogenicity (trinary)	Non-required	0.5526	55.26%
Eye corrosion	-	0.9683	96.83%
Eye irritation	+	0.6261	62.61%
Skin irritation	-	0.6408	64.08%
Skin corrosion	-	0.8684	86.84%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8039	80.39%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.7104	71.04%
skin sensitisation	-	0.7129	71.29%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.5451	54.51%
Acute Oral Toxicity (c)	III	0.5985	59.85%
Estrogen receptor binding	+	0.7345	73.45%
Androgen receptor binding	+	0.6717	67.17%
Thyroid receptor binding	+	0.5638	56.38%
Glucocorticoid receptor binding	+	0.7812	78.12%
Aromatase binding	+	0.7991	79.91%
PPAR gamma	-	0.5389	53.89%
Honey bee toxicity	-	0.9569	95.69%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9880	98.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.85%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.94%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.53%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.41%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.74%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.48%	89.00%
CHEMBL4208	P20618	Proteasome component C5	84.53%	90.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.53%	90.17%
CHEMBL5028	O14672	ADAM10	81.01%	97.50%

Plants that contains it

• Cratoxylum cochinchinense

Cross-Links

• PubChem: 46883483
• LOTUS: LTS0270383
• wikiData: Q104936151