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

Details

• Internal ID: 887c00e4-581b-40c0-8698-47f71ca9b213
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Ambrosanolides and secoambrosanolides
• IUPAC Name: 8-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=CC(=O)C3O)C)C(=C)C(=O)O2
• SMILES (Isomeric): CC1CC2C(CC3(C1=CC(=O)C3O)C)C(=C)C(=O)O2
• InChI: InChI=1S/C15H18O4/c1-7-4-12-9(8(2)14(18)19-12)6-15(3)10(7)5-11(16)13(15)17/h5,7,9,12-13,17H,2,4,6H2,1,3H3
• InChI Key: DYBGVZNCIXACSP-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: 1.30
• 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	+	0.9833	98.33%
Caco-2	+	0.4880	48.80%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7377	73.77%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.8822	88.22%
OATP1B3 inhibitior	+	0.9121	91.21%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9355	93.55%
P-glycoprotein inhibitior	-	0.8717	87.17%
P-glycoprotein substrate	-	0.8084	80.84%
CYP3A4 substrate	+	0.6425	64.25%
CYP2C9 substrate	-	0.7829	78.29%
CYP2D6 substrate	-	0.8959	89.59%
CYP3A4 inhibition	-	0.7131	71.31%
CYP2C9 inhibition	-	0.8580	85.80%
CYP2C19 inhibition	-	0.8722	87.22%
CYP2D6 inhibition	-	0.9484	94.84%
CYP1A2 inhibition	-	0.6590	65.90%
CYP2C8 inhibition	-	0.7582	75.82%
CYP inhibitory promiscuity	-	0.9644	96.44%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.5219	52.19%
Eye corrosion	-	0.9725	97.25%
Eye irritation	-	0.9053	90.53%
Skin irritation	-	0.5784	57.84%
Skin corrosion	-	0.8978	89.78%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6983	69.83%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.6803	68.03%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5930	59.30%
Acute Oral Toxicity (c)	III	0.4242	42.42%
Estrogen receptor binding	+	0.6156	61.56%
Androgen receptor binding	+	0.6188	61.88%
Thyroid receptor binding	-	0.5242	52.42%
Glucocorticoid receptor binding	-	0.5075	50.75%
Aromatase binding	-	0.7887	78.87%
PPAR gamma	-	0.6099	60.99%
Honey bee toxicity	-	0.8071	80.71%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9897	98.97%

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	96.96%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.76%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.64%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	88.84%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.90%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.99%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.42%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.13%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.33%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.27%	100.00%

Plants that contains it

• Parthenium tomentosum

Cross-Links

• PubChem: 156603016
• LOTUS: LTS0263128
• wikiData: Q104991302