daibulactone A, (rel)-

Details

• Internal ID: bc5bc9fc-eaaa-4da4-a8ea-28b278b01455
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: [(1R,8E,10R)-3,8-dimethyl-13-oxo-5,14-dioxatricyclo[10.2.1.02,6]pentadeca-2(6),3,8,12(15)-tetraen-10-yl] acetate
• SMILES (Canonical): CC1=CC(CC2=CC(C3=C(C1)OC=C3C)OC2=O)OC(=O)C
• SMILES (Isomeric): C/C/1=C\[C@@H](CC2=C[C@H](C3=C(C1)OC=C3C)OC2=O)OC(=O)C
• InChI: InChI=1S/C17H18O5/c1-9-4-13(21-11(3)18)6-12-7-15(22-17(12)19)16-10(2)8-20-14(16)5-9/h4,7-8,13,15H,5-6H2,1-3H3/b9-4+/t13-,15+/m0/s1
• InChI Key: IAFGRUKVDHTZPP-MXXQPQJVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₅
• Molecular Weight: 302.32 g/mol
• Exact Mass: 302.11542367 g/mol
• Topological Polar Surface Area (TPSA): 65.70 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.94
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• Daibulactone A
• CHEBI:69070
• Q27137410

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.7233	72.33%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6848	68.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8974	89.74%
OATP1B3 inhibitior	+	0.8908	89.08%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5834	58.34%
P-glycoprotein inhibitior	-	0.8158	81.58%
P-glycoprotein substrate	-	0.8450	84.50%
CYP3A4 substrate	+	0.5942	59.42%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8851	88.51%
CYP3A4 inhibition	-	0.7569	75.69%
CYP2C9 inhibition	-	0.6271	62.71%
CYP2C19 inhibition	-	0.6570	65.70%
CYP2D6 inhibition	-	0.9138	91.38%
CYP1A2 inhibition	+	0.5359	53.59%
CYP2C8 inhibition	-	0.7269	72.69%
CYP inhibitory promiscuity	-	0.6897	68.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8643	86.43%
Carcinogenicity (trinary)	Non-required	0.4795	47.95%
Eye corrosion	-	0.9465	94.65%
Eye irritation	-	0.8740	87.40%
Skin irritation	-	0.7797	77.97%
Skin corrosion	-	0.9587	95.87%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5493	54.93%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.5382	53.82%
skin sensitisation	-	0.6393	63.93%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5715	57.15%
Acute Oral Toxicity (c)	III	0.4473	44.73%
Estrogen receptor binding	-	0.5553	55.53%
Androgen receptor binding	+	0.5443	54.43%
Thyroid receptor binding	-	0.6634	66.34%
Glucocorticoid receptor binding	-	0.5078	50.78%
Aromatase binding	-	0.6234	62.34%
PPAR gamma	-	0.5976	59.76%
Honey bee toxicity	-	0.8113	81.13%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9818	98.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.02%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.05%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.47%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.26%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.48%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.82%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.01%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	84.20%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.98%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.29%	93.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.05%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	82.83%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.64%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.46%	99.17%

Plants that contains it

• Neolitsea daibuensis

Cross-Links

• PubChem: 56925916
• NPASS: NPC223280
• LOTUS: LTS0085725
• wikiData: Q27137410