Protulactone A

Details

• Internal ID: fb553bc5-ed9a-4c19-aac1-01c9bc8d1066
• Taxonomy: Organoheterocyclic compounds > Furofurans
• IUPAC Name: 1-[(2R,3S,3aR,6aR)-3-hydroxy-5-oxo-3,3a,6,6a-tetrahydro-2H-furo[3,2-b]furan-2-yl]ethyl acetate
• InChI: InChI=1S/C10H14O6/c1-4(14-5(2)11)9-8(13)10-6(15-9)3-7(12)16-10/h4,6,8-10,13H,3H2,1-2H3/t4?,6-,8+,9+,10+/m1/s1
• InChI Key: WUHFOIPFQKEGNR-VEDATXIZSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₆
• Molecular Weight: 230.21 g/mol
• Exact Mass: 230.07903816 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.62
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8992	89.92%
Caco-2	-	0.5394	53.94%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7001	70.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9336	93.36%
OATP1B3 inhibitior	+	0.9004	90.04%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9394	93.94%
P-glycoprotein inhibitior	-	0.8887	88.87%
P-glycoprotein substrate	-	0.8710	87.10%
CYP3A4 substrate	-	0.5191	51.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8452	84.52%
CYP3A4 inhibition	-	0.9095	90.95%
CYP2C9 inhibition	-	0.9331	93.31%
CYP2C19 inhibition	-	0.9149	91.49%
CYP2D6 inhibition	-	0.9389	93.89%
CYP1A2 inhibition	-	0.9033	90.33%
CYP2C8 inhibition	-	0.9656	96.56%
CYP inhibitory promiscuity	-	0.9613	96.13%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9743	97.43%
Carcinogenicity (trinary)	Non-required	0.4912	49.12%
Eye corrosion	-	0.8975	89.75%
Eye irritation	-	0.6592	65.92%
Skin irritation	-	0.7877	78.77%
Skin corrosion	-	0.8741	87.41%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7741	77.41%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.6302	63.02%
skin sensitisation	-	0.8641	86.41%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.8615	86.15%
Acute Oral Toxicity (c)	IV	0.4921	49.21%
Estrogen receptor binding	-	0.6214	62.14%
Androgen receptor binding	-	0.7579	75.79%
Thyroid receptor binding	-	0.7377	73.77%
Glucocorticoid receptor binding	-	0.7101	71.01%
Aromatase binding	-	0.7795	77.95%
PPAR gamma	-	0.7840	78.40%
Honey bee toxicity	-	0.8066	80.66%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5750	57.50%
Fish aquatic toxicity	-	0.5850	58.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.48%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.55%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.71%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.25%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.48%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.40%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.32%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.96%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	83.25%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.35%	95.56%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.25%	83.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.18%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.14%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	80.47%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.22%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139584261
• LOTUS: LTS0213540
• wikiData: Q77309674