(6,9-Dimethyl-3-methylidene-2-oxo-3a,4,5,7,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl) 2-(hydroxymethyl)but-2-enoate

Details

• Internal ID: 01d79667-e950-49ec-90b5-cbde54d44f04
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
• IUPAC Name: (6,9-dimethyl-3-methylidene-2-oxo-3a,4,5,7,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl) 2-(hydroxymethyl)but-2-enoate
• InChI: InChI=1S/C20H24O5/c1-5-13(9-21)20(23)24-15-8-11(3)14-7-6-10(2)16(14)18-17(15)12(4)19(22)25-18/h5-6,15-18,21H,4,7-9H2,1-3H3
• InChI Key: FVFUKWZLGLEYBQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.16237386 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.62
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9874	98.74%
Caco-2	+	0.6464	64.64%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6130	61.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8999	89.99%
OATP1B3 inhibitior	+	0.9180	91.80%
MATE1 inhibitior	-	0.8012	80.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7153	71.53%
P-glycoprotein inhibitior	-	0.5226	52.26%
P-glycoprotein substrate	-	0.6445	64.45%
CYP3A4 substrate	+	0.5816	58.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8868	88.68%
CYP3A4 inhibition	+	0.5132	51.32%
CYP2C9 inhibition	-	0.8061	80.61%
CYP2C19 inhibition	-	0.8330	83.30%
CYP2D6 inhibition	-	0.9472	94.72%
CYP1A2 inhibition	-	0.5193	51.93%
CYP2C8 inhibition	-	0.7034	70.34%
CYP inhibitory promiscuity	-	0.9041	90.41%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6088	60.88%
Eye corrosion	-	0.9709	97.09%
Eye irritation	-	0.8326	83.26%
Skin irritation	-	0.5986	59.86%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6714	67.14%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.7942	79.42%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.7412	74.12%
Acute Oral Toxicity (c)	III	0.4576	45.76%
Estrogen receptor binding	+	0.5758	57.58%
Androgen receptor binding	+	0.5917	59.17%
Thyroid receptor binding	+	0.5523	55.23%
Glucocorticoid receptor binding	+	0.6209	62.09%
Aromatase binding	-	0.5531	55.31%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7358	73.58%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9833	98.33%

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	93.32%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.98%	94.73%
CHEMBL2996	Q05655	Protein kinase C delta	90.94%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.21%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.63%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.94%	94.45%
CHEMBL2581	P07339	Cathepsin D	84.97%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.98%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.22%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.36%	97.09%
CHEMBL5028	O14672	ADAM10	81.35%	97.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.25%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.54%	96.09%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.14%	93.65%

Plants that contains it

• Picradeniopsis oppositifolia

Cross-Links

• PubChem: 163004737
• LOTUS: LTS0091655
• wikiData: Q105002381