[(3aR,4S,8S,9aR,9bR)-8-hydroxy-6-(hydroxymethyl)-3,9-dimethylidene-2-oxo-4,5,7,8,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-4-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 118d56a9-156e-4463-b3d0-50e8125b7c82
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(3aR,4S,8S,9aR,9bR)-8-hydroxy-6-(hydroxymethyl)-3,9-dimethylidene-2-oxo-4,5,7,8,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-4-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C20H24O6/c1-5-9(2)19(23)25-15-6-12(8-21)13-7-14(22)10(3)16(13)18-17(15)11(4)20(24)26-18/h5,14-18,21-22H,3-4,6-8H2,1-2H3/b9-5-/t14-,15-,16-,17+,18+/m0/s1
• InChI Key: IKPWGGAKSUAMDL-YOPKVLQSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₆
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.15728848 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.59
• 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	+	0.9688	96.88%
Caco-2	-	0.5956	59.56%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7203	72.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8771	87.71%
OATP1B3 inhibitior	+	0.9620	96.20%
MATE1 inhibitior	-	0.8612	86.12%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7081	70.81%
P-glycoprotein inhibitior	-	0.7695	76.95%
P-glycoprotein substrate	-	0.6482	64.82%
CYP3A4 substrate	+	0.6099	60.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8800	88.00%
CYP3A4 inhibition	-	0.6722	67.22%
CYP2C9 inhibition	-	0.8339	83.39%
CYP2C19 inhibition	-	0.8302	83.02%
CYP2D6 inhibition	-	0.9110	91.10%
CYP1A2 inhibition	-	0.7456	74.56%
CYP2C8 inhibition	-	0.6360	63.60%
CYP inhibitory promiscuity	-	0.8413	84.13%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6428	64.28%
Eye corrosion	-	0.9702	97.02%
Eye irritation	-	0.8333	83.33%
Skin irritation	-	0.7064	70.64%
Skin corrosion	-	0.9198	91.98%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5479	54.79%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.6849	68.49%
skin sensitisation	-	0.8338	83.38%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7879	78.79%
Acute Oral Toxicity (c)	III	0.4083	40.83%
Estrogen receptor binding	-	0.5472	54.72%
Androgen receptor binding	+	0.5806	58.06%
Thyroid receptor binding	+	0.5300	53.00%
Glucocorticoid receptor binding	+	0.5391	53.91%
Aromatase binding	-	0.6566	65.66%
PPAR gamma	-	0.5433	54.33%
Honey bee toxicity	-	0.6468	64.68%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9285	92.85%

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	93.51%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	91.97%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.91%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.78%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.09%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.73%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.20%	86.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.18%	90.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.25%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	81.77%	97.79%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.58%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.51%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.93%	99.23%

Plants that contains it

• Vernonanthura montevidensis

Cross-Links

• PubChem: 162853046
• LOTUS: LTS0155294
• wikiData: Q105114862