(8-hydroxy-5,8-dimethyl-1-methylidene-2-oxo-4,5,5a,6,7,9a-hexahydro-3aH-azuleno[6,5-b]furan-6-yl) 3-methylbutanoate

Details

• Internal ID: fd2ee098-79fc-4a52-98b4-26512fd7141d
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: (8-hydroxy-5,8-dimethyl-1-methylidene-2-oxo-4,5,5a,6,7,9a-hexahydro-3aH-azuleno[6,5-b]furan-6-yl) 3-methylbutanoate
• SMILES (Canonical): CC1CC2C(C=C3C1C(CC3(C)O)OC(=O)CC(C)C)C(=C)C(=O)O2
• SMILES (Isomeric): CC1CC2C(C=C3C1C(CC3(C)O)OC(=O)CC(C)C)C(=C)C(=O)O2
• InChI: InChI=1S/C20H28O5/c1-10(2)6-17(21)24-16-9-20(5,23)14-8-13-12(4)19(22)25-15(13)7-11(3)18(14)16/h8,10-11,13,15-16,18,23H,4,6-7,9H2,1-3,5H3
• InChI Key: AOVKJVGRGBTGCG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.19367399 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.78
• 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	+	0.9853	98.53%
Caco-2	+	0.5779	57.79%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5994	59.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8760	87.60%
OATP1B3 inhibitior	+	0.8096	80.96%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9146	91.46%
P-glycoprotein inhibitior	-	0.6401	64.01%
P-glycoprotein substrate	-	0.5899	58.99%
CYP3A4 substrate	+	0.6469	64.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8958	89.58%
CYP3A4 inhibition	-	0.5761	57.61%
CYP2C9 inhibition	-	0.7359	73.59%
CYP2C19 inhibition	-	0.8014	80.14%
CYP2D6 inhibition	-	0.9525	95.25%
CYP1A2 inhibition	-	0.7494	74.94%
CYP2C8 inhibition	-	0.6984	69.84%
CYP inhibitory promiscuity	-	0.9138	91.38%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5154	51.54%
Eye corrosion	-	0.9726	97.26%
Eye irritation	-	0.8618	86.18%
Skin irritation	-	0.5815	58.15%
Skin corrosion	-	0.9168	91.68%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6239	62.39%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.6206	62.06%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5466	54.66%
Acute Oral Toxicity (c)	III	0.3802	38.02%
Estrogen receptor binding	+	0.7951	79.51%
Androgen receptor binding	+	0.5361	53.61%
Thyroid receptor binding	+	0.6572	65.72%
Glucocorticoid receptor binding	+	0.8056	80.56%
Aromatase binding	+	0.6589	65.89%
PPAR gamma	-	0.5182	51.82%
Honey bee toxicity	-	0.7672	76.72%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9789	97.89%

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	96.32%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.47%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.09%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	94.63%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.01%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	92.75%	97.79%
CHEMBL299	P17252	Protein kinase C alpha	90.19%	98.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.47%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.35%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.94%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.69%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.57%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.68%	99.23%

Plants that contains it

• Loxothysanus sinuatus

Cross-Links

• PubChem: 162975685
• LOTUS: LTS0172065
• wikiData: Q104915974