Isoaigialone B

Details

• Internal ID: bf4b56fa-4036-4943-917d-8bd29a9946d3
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (2R,3S,4R,7R)-2-heptyl-3,4-dihydroxy-3,7-dimethyl-4,7-dihydro-2H-furo[3,4-b]pyran-5-one
• SMILES (Canonical): CCCCCCCC1C(C(C2=C(O1)C(OC2=O)C)O)(C)O
• SMILES (Isomeric): CCCCCCC[C@@H]1[C@@]([C@@H](C2=C(O1)[C@H](OC2=O)C)O)(C)O
• InChI: InChI=1S/C16H26O5/c1-4-5-6-7-8-9-11-16(3,19)14(17)12-13(21-11)10(2)20-15(12)18/h10-11,14,17,19H,4-9H2,1-3H3/t10-,11-,14-,16-/m1/s1
• InChI Key: VVQFDQXQOOFTTF-MMYVAXCBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₅
• Molecular Weight: 298.37 g/mol
• Exact Mass: 298.17802393 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• CHEMBL4126739

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9683	96.83%
Caco-2	+	0.5669	56.69%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7695	76.95%
OATP2B1 inhibitior	-	0.8534	85.34%
OATP1B1 inhibitior	+	0.8875	88.75%
OATP1B3 inhibitior	+	0.8796	87.96%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8772	87.72%
P-glycoprotein inhibitior	-	0.8272	82.72%
P-glycoprotein substrate	-	0.6677	66.77%
CYP3A4 substrate	+	0.5585	55.85%
CYP2C9 substrate	-	0.6243	62.43%
CYP2D6 substrate	-	0.8673	86.73%
CYP3A4 inhibition	-	0.6358	63.58%
CYP2C9 inhibition	-	0.8061	80.61%
CYP2C19 inhibition	-	0.7298	72.98%
CYP2D6 inhibition	-	0.9374	93.74%
CYP1A2 inhibition	-	0.6185	61.85%
CYP2C8 inhibition	-	0.8789	87.89%
CYP inhibitory promiscuity	-	0.9008	90.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4776	47.76%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.8780	87.80%
Skin irritation	+	0.6334	63.34%
Skin corrosion	-	0.9091	90.91%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6590	65.90%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6084	60.84%
skin sensitisation	-	0.8377	83.77%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7421	74.21%
Acute Oral Toxicity (c)	II	0.3594	35.94%
Estrogen receptor binding	+	0.7123	71.23%
Androgen receptor binding	+	0.5771	57.71%
Thyroid receptor binding	+	0.5666	56.66%
Glucocorticoid receptor binding	+	0.7548	75.48%
Aromatase binding	-	0.6432	64.32%
PPAR gamma	+	0.5464	54.64%
Honey bee toxicity	-	0.9433	94.33%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.7097	70.97%
Fish aquatic toxicity	+	0.9822	98.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	97.35%	89.63%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.63%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.58%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.02%	91.11%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.82%	92.86%
CHEMBL299	P17252	Protein kinase C alpha	89.71%	98.03%
CHEMBL221	P23219	Cyclooxygenase-1	88.95%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	88.83%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.30%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	86.65%	92.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.37%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.86%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.07%	99.23%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	83.63%	90.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.66%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132489987
• LOTUS: LTS0072482
• wikiData: Q105297800