hamabiwalactone A

Details

• Internal ID: a8b8105c-b709-4ba8-b623-27536d70f6ce
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (2S)-4-[(E)-dodec-1-en-11-ynyl]-2-methyl-2H-furan-5-one
• SMILES (Canonical): CC1C=C(C(=O)O1)C=CCCCCCCCCC#C
• SMILES (Isomeric): C[C@H]1C=C(C(=O)O1)/C=C/CCCCCCCCC#C
• InChI: InChI=1S/C17H24O2/c1-3-4-5-6-7-8-9-10-11-12-13-16-14-15(2)19-17(16)18/h1,12-15H,4-11H2,2H3/b13-12+/t15-/m0/s1
• InChI Key: UDSHKXBGZYFEIY-LHNRBYRGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₂
• Molecular Weight: 260.40 g/mol
• Exact Mass: 260.177630004 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.17
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

• CHEMBL452992

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.7644	76.44%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6317	63.17%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.8045	80.45%
OATP1B3 inhibitior	+	0.9475	94.75%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.6557	65.57%
P-glycoprotein inhibitior	-	0.8703	87.03%
P-glycoprotein substrate	-	0.8952	89.52%
CYP3A4 substrate	+	0.5598	55.98%
CYP2C9 substrate	-	0.6219	62.19%
CYP2D6 substrate	-	0.8749	87.49%
CYP3A4 inhibition	-	0.8286	82.86%
CYP2C9 inhibition	-	0.8469	84.69%
CYP2C19 inhibition	-	0.6129	61.29%
CYP2D6 inhibition	-	0.9310	93.10%
CYP1A2 inhibition	-	0.5654	56.54%
CYP2C8 inhibition	-	0.8783	87.83%
CYP inhibitory promiscuity	+	0.5947	59.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7928	79.28%
Carcinogenicity (trinary)	Non-required	0.4958	49.58%
Eye corrosion	+	0.4709	47.09%
Eye irritation	-	0.8052	80.52%
Skin irritation	-	0.5781	57.81%
Skin corrosion	-	0.9461	94.61%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7077	70.77%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5005	50.05%
skin sensitisation	+	0.5084	50.84%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.5313	53.13%
Acute Oral Toxicity (c)	III	0.7502	75.02%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.8243	82.43%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5140	51.40%
Aromatase binding	+	0.5271	52.71%
PPAR gamma	+	0.5469	54.69%
Honey bee toxicity	-	0.8847	88.47%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9258	92.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.28%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.87%	86.33%
CHEMBL230	P35354	Cyclooxygenase-2	91.75%	89.63%
CHEMBL2039	P27338	Monoamine oxidase B	90.20%	92.51%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.89%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.75%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.69%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.34%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	88.75%	90.17%
CHEMBL1951	P21397	Monoamine oxidase A	88.28%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.56%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.76%	96.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.54%	89.34%

Plants that contains it

• Litsea akoensis
• Litsea japonica
• Machilus wangchiana

Cross-Links

• PubChem: 44566940
• LOTUS: LTS0184715
• wikiData: Q105270496