6-Hydroxy-5,8a-dimethyl-1-methylidene-3a,4,5,8,9,9a-hexahydroazuleno[6,5-b]furan-2,7-dione

Details

• Internal ID: b59c3774-c62c-4b6e-8c93-df44884d952a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Ambrosanolides and secoambrosanolides
• IUPAC Name: 6-hydroxy-5,8a-dimethyl-1-methylidene-3a,4,5,8,9,9a-hexahydroazuleno[6,5-b]furan-2,7-dione
• SMILES (Canonical): CC1CC2C(CC3(C1=C(C(=O)C3)O)C)C(=C)C(=O)O2
• SMILES (Isomeric): CC1CC2C(CC3(C1=C(C(=O)C3)O)C)C(=C)C(=O)O2
• InChI: InChI=1S/C15H18O4/c1-7-4-11-9(8(2)14(18)19-11)5-15(3)6-10(16)13(17)12(7)15/h7,9,11,17H,2,4-6H2,1,3H3
• InChI Key: AIQTXUXPWWGCLO-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: 1.70
• Atomic LogP (AlogP): 2.31
• 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	+	0.9742	97.42%
Caco-2	+	0.5205	52.05%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7536	75.36%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.8446	84.46%
OATP1B3 inhibitior	+	0.9125	91.25%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8839	88.39%
P-glycoprotein inhibitior	-	0.8931	89.31%
P-glycoprotein substrate	-	0.7851	78.51%
CYP3A4 substrate	+	0.5948	59.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8988	89.88%
CYP3A4 inhibition	-	0.7005	70.05%
CYP2C9 inhibition	-	0.8235	82.35%
CYP2C19 inhibition	-	0.8194	81.94%
CYP2D6 inhibition	-	0.9425	94.25%
CYP1A2 inhibition	-	0.6068	60.68%
CYP2C8 inhibition	-	0.7974	79.74%
CYP inhibitory promiscuity	-	0.9503	95.03%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.5130	51.30%
Eye corrosion	-	0.9750	97.50%
Eye irritation	-	0.7813	78.13%
Skin irritation	-	0.5667	56.67%
Skin corrosion	-	0.8982	89.82%
Ames mutagenesis	-	0.5654	56.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7008	70.08%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.8250	82.50%
skin sensitisation	-	0.7187	71.87%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7998	79.98%
Acute Oral Toxicity (c)	II	0.3811	38.11%
Estrogen receptor binding	+	0.5432	54.32%
Androgen receptor binding	-	0.5157	51.57%
Thyroid receptor binding	-	0.5946	59.46%
Glucocorticoid receptor binding	-	0.5084	50.84%
Aromatase binding	-	0.7107	71.07%
PPAR gamma	-	0.5901	59.01%
Honey bee toxicity	-	0.6875	68.75%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9905	99.05%

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	96.93%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.97%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.71%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.43%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.12%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.34%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.85%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.30%	93.04%
CHEMBL299	P17252	Protein kinase C alpha	82.22%	98.03%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.89%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.41%	86.33%

Plants that contains it

• Psilostrophe cooperi

Cross-Links

• PubChem: 14163449
• LOTUS: LTS0253309
• wikiData: Q104912927