Deoxyenhygrolide B

Details

• Internal ID: 33379c34-43ee-4e24-83ca-dc0859bdc418
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (5E)-3-benzyl-5-benzylidene-4-(2-methylpropyl)furan-2-one
• SMILES (Canonical): CC(C)CC1=C(C(=O)OC1=CC2=CC=CC=C2)CC3=CC=CC=C3
• SMILES (Isomeric): CC(C)CC\1=C(C(=O)O/C1=C/C2=CC=CC=C2)CC3=CC=CC=C3
• InChI: InChI=1S/C22H22O2/c1-16(2)13-19-20(14-17-9-5-3-6-10-17)22(23)24-21(19)15-18-11-7-4-8-12-18/h3-12,15-16H,13-14H2,1-2H3/b21-15+
• InChI Key: RCKKKANUKRWEDP-RCCKNPSSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₂
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.161979940 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.17
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9304	93.04%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7153	71.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8477	84.77%
OATP1B3 inhibitior	+	0.9256	92.56%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7524	75.24%
P-glycoprotein inhibitior	+	0.6141	61.41%
P-glycoprotein substrate	-	0.9317	93.17%
CYP3A4 substrate	-	0.5946	59.46%
CYP2C9 substrate	-	0.5613	56.13%
CYP2D6 substrate	-	0.8722	87.22%
CYP3A4 inhibition	-	0.6980	69.80%
CYP2C9 inhibition	-	0.6420	64.20%
CYP2C19 inhibition	+	0.7012	70.12%
CYP2D6 inhibition	-	0.8716	87.16%
CYP1A2 inhibition	-	0.5258	52.58%
CYP2C8 inhibition	-	0.8813	88.13%
CYP inhibitory promiscuity	+	0.9343	93.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7928	79.28%
Carcinogenicity (trinary)	Non-required	0.3857	38.57%
Eye corrosion	-	0.9728	97.28%
Eye irritation	-	0.8372	83.72%
Skin irritation	-	0.7422	74.22%
Skin corrosion	-	0.9676	96.76%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9156	91.56%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5448	54.48%
skin sensitisation	+	0.7153	71.53%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6153	61.53%
Acute Oral Toxicity (c)	III	0.6698	66.98%
Estrogen receptor binding	+	0.7290	72.90%
Androgen receptor binding	+	0.5799	57.99%
Thyroid receptor binding	-	0.5665	56.65%
Glucocorticoid receptor binding	-	0.5265	52.65%
Aromatase binding	+	0.5595	55.95%
PPAR gamma	-	0.7633	76.33%
Honey bee toxicity	-	0.8107	81.07%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.80%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.25%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.20%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.57%	83.57%
CHEMBL221	P23219	Cyclooxygenase-1	86.33%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.81%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.69%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.98%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	81.85%	91.49%
CHEMBL4072	P07858	Cathepsin B	80.79%	93.67%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.42%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590459
• LOTUS: LTS0175034
• wikiData: Q105233736