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

Details

• Internal ID: 9fc58d34-9c93-420a-b9f7-f416d1c062b7
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: (6,9-dimethyl-3-methylidene-2-oxo-3a,4,5,7,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl) 2,4-dihydroxybut-2-enoate
• SMILES (Canonical): CC1=C2CC=C(C2C3C(C(C1)OC(=O)C(=CCO)O)C(=C)C(=O)O3)C
• SMILES (Isomeric): CC1=C2CC=C(C2C3C(C(C1)OC(=O)C(=CCO)O)C(=C)C(=O)O3)C
• InChI: InChI=1S/C19H22O6/c1-9-4-5-12-10(2)8-14(24-19(23)13(21)6-7-20)16-11(3)18(22)25-17(16)15(9)12/h4,6,14-17,20-21H,3,5,7-8H2,1-2H3
• InChI Key: SWIFBBRXRXNLBH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₆
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.14163842 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 2.12
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9600	96.00%
Caco-2	+	0.4912	49.12%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6642	66.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9071	90.71%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.8412	84.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8030	80.30%
P-glycoprotein inhibitior	-	0.7556	75.56%
P-glycoprotein substrate	-	0.6936	69.36%
CYP3A4 substrate	+	0.5876	58.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9032	90.32%
CYP3A4 inhibition	-	0.6455	64.55%
CYP2C9 inhibition	-	0.7877	78.77%
CYP2C19 inhibition	-	0.8298	82.98%
CYP2D6 inhibition	-	0.9281	92.81%
CYP1A2 inhibition	-	0.6810	68.10%
CYP2C8 inhibition	-	0.5925	59.25%
CYP inhibitory promiscuity	-	0.8586	85.86%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6637	66.37%
Eye corrosion	-	0.9796	97.96%
Eye irritation	-	0.8575	85.75%
Skin irritation	-	0.6644	66.44%
Skin corrosion	-	0.9280	92.80%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5346	53.46%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8396	83.96%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.7747	77.47%
Acute Oral Toxicity (c)	III	0.4621	46.21%
Estrogen receptor binding	+	0.6741	67.41%
Androgen receptor binding	+	0.5906	59.06%
Thyroid receptor binding	+	0.6083	60.83%
Glucocorticoid receptor binding	+	0.6481	64.81%
Aromatase binding	-	0.5378	53.78%
PPAR gamma	+	0.5857	58.57%
Honey bee toxicity	-	0.7864	78.64%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9780	97.80%

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	93.27%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.95%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.48%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.38%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	86.20%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.50%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	85.41%	90.17%
CHEMBL2581	P07339	Cathepsin D	85.40%	98.95%
CHEMBL5028	O14672	ADAM10	82.33%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.01%	89.00%

Plants that contains it

• Eupatorium chinense

Cross-Links

• PubChem: 162919833
• LOTUS: LTS0249284
• wikiData: Q105262689