Cancrolide B

Details

• Internal ID: 6ba410e0-a0f8-4be6-8060-e1e679ad8feb
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 3-but-2-enyl-4-[(2S)-2-hydroxypropyl]-2H-furan-5-one
• InChI: InChI=1S/C11H16O3/c1-3-4-5-9-7-14-11(13)10(9)6-8(2)12/h3-4,8,12H,5-7H2,1-2H3/t8-/m0/s1
• InChI Key: PWZHEFFAUWAEMU-QMMMGPOBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆O₃
• Molecular Weight: 196.24 g/mol
• Exact Mass: 196.109944368 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.58
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 3-but-2-enyl-4-((2S)-2-hydroxypropyl)-2H-furan-5-one
• 3-but-2-enyl-4-[(2S)-2-hydroxypropyl]-2H-furan-5-one
• RefChem:123179
• CHEBI:198899
• 3-but-2-enyl-4-[(2S)-2-hydroxypropyl]-2H-uran-5-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.6763	67.63%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7687	76.87%
OATP2B1 inhibitior	-	0.8478	84.78%
OATP1B1 inhibitior	+	0.9229	92.29%
OATP1B3 inhibitior	+	0.9619	96.19%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8843	88.43%
P-glycoprotein inhibitior	-	0.9774	97.74%
P-glycoprotein substrate	-	0.9077	90.77%
CYP3A4 substrate	-	0.6382	63.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8670	86.70%
CYP3A4 inhibition	-	0.9080	90.80%
CYP2C9 inhibition	-	0.9386	93.86%
CYP2C19 inhibition	-	0.8881	88.81%
CYP2D6 inhibition	-	0.9347	93.47%
CYP1A2 inhibition	-	0.7949	79.49%
CYP2C8 inhibition	-	0.9853	98.53%
CYP inhibitory promiscuity	-	0.9058	90.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8844	88.44%
Carcinogenicity (trinary)	Non-required	0.6780	67.80%
Eye corrosion	-	0.9315	93.15%
Eye irritation	-	0.6788	67.88%
Skin irritation	-	0.5865	58.65%
Skin corrosion	-	0.9157	91.57%
Ames mutagenesis	-	0.5428	54.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5906	59.06%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.7052	70.52%
skin sensitisation	-	0.6354	63.54%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.4502	45.02%
Acute Oral Toxicity (c)	III	0.6281	62.81%
Estrogen receptor binding	-	0.9130	91.30%
Androgen receptor binding	-	0.6011	60.11%
Thyroid receptor binding	-	0.8531	85.31%
Glucocorticoid receptor binding	-	0.7690	76.90%
Aromatase binding	-	0.9458	94.58%
PPAR gamma	-	0.5818	58.18%
Honey bee toxicity	-	0.9590	95.90%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.9567	95.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.58%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.37%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.34%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	90.89%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.01%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.87%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.91%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.02%	99.17%
CHEMBL4208	P20618	Proteasome component C5	81.74%	90.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.08%	90.24%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139583531
• LOTUS: LTS0252970
• wikiData: Q75063605