6-Hydroxy-6,9-dimethyl-3-methylidene-3a,4,6a,7,9a,9b-hexahydroazuleno[4,5-b]furan-2,5-dione

Details

• Internal ID: e0b4cf28-7520-47f5-a001-6177459abc0c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: 6-hydroxy-6,9-dimethyl-3-methylidene-3a,4,6a,7,9a,9b-hexahydroazuleno[4,5-b]furan-2,5-dione
• SMILES (Canonical): CC1=CCC2C1C3C(CC(=O)C2(C)O)C(=C)C(=O)O3
• SMILES (Isomeric): CC1=CCC2C1C3C(CC(=O)C2(C)O)C(=C)C(=O)O3
• InChI: InChI=1S/C15H18O4/c1-7-4-5-10-12(7)13-9(8(2)14(17)19-13)6-11(16)15(10,3)18/h4,9-10,12-13,18H,2,5-6H2,1,3H3
• InChI Key: VTEZUHQBNNPFRI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.39
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9843	98.43%
Caco-2	-	0.5524	55.24%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6834	68.34%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.9111	91.11%
OATP1B3 inhibitior	+	0.8926	89.26%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9601	96.01%
P-glycoprotein inhibitior	-	0.9291	92.91%
P-glycoprotein substrate	-	0.8420	84.20%
CYP3A4 substrate	+	0.5689	56.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8850	88.50%
CYP3A4 inhibition	-	0.8267	82.67%
CYP2C9 inhibition	-	0.9146	91.46%
CYP2C19 inhibition	-	0.8864	88.64%
CYP2D6 inhibition	-	0.9460	94.60%
CYP1A2 inhibition	-	0.7334	73.34%
CYP2C8 inhibition	-	0.8065	80.65%
CYP inhibitory promiscuity	-	0.9712	97.12%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5882	58.82%
Eye corrosion	-	0.9707	97.07%
Eye irritation	-	0.8342	83.42%
Skin irritation	-	0.5488	54.88%
Skin corrosion	-	0.8342	83.42%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5319	53.19%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.8193	81.93%
skin sensitisation	-	0.6234	62.34%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.7312	73.12%
Acute Oral Toxicity (c)	III	0.4536	45.36%
Estrogen receptor binding	+	0.6466	64.66%
Androgen receptor binding	+	0.6229	62.29%
Thyroid receptor binding	-	0.5065	50.65%
Glucocorticoid receptor binding	+	0.5481	54.81%
Aromatase binding	-	0.6713	67.13%
PPAR gamma	-	0.6303	63.03%
Honey bee toxicity	-	0.7521	75.21%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9709	97.09%

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	92.24%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.62%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.35%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.99%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.87%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.43%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.14%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.73%	93.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.53%	93.03%
CHEMBL221	P23219	Cyclooxygenase-1	80.35%	90.17%

Plants that contains it

• Ajania achilleoides

Cross-Links

• PubChem: 14543455
• LOTUS: LTS0249726
• wikiData: Q105292693