8-Hydroxy-3-(hydroxymethyl)-9-methyl-6-methylidene-4,5,6a,7,8,9,9a,9b-octahydroazuleno[4,5-b]furan-2-one

Details

• Internal ID: 60bae1e3-ac4c-4630-94d8-ce9e9c64c899
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: 8-hydroxy-3-(hydroxymethyl)-9-methyl-6-methylidene-4,5,6a,7,8,9,9a,9b-octahydroazuleno[4,5-b]furan-2-one
• InChI: InChI=1S/C15H20O4/c1-7-3-4-9-11(6-16)15(18)19-14(9)13-8(2)12(17)5-10(7)13/h8,10,12-14,16-17H,1,3-6H2,2H3
• InChI Key: QKZAGVAREZGRQW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.18
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9775	97.75%
Caco-2	+	0.5611	56.11%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6019	60.19%
OATP2B1 inhibitior	-	0.8534	85.34%
OATP1B1 inhibitior	+	0.8425	84.25%
OATP1B3 inhibitior	+	0.9641	96.41%
MATE1 inhibitior	-	0.8012	80.12%
OCT2 inhibitior	-	0.6292	62.92%
BSEP inhibitior	-	0.9014	90.14%
P-glycoprotein inhibitior	-	0.9043	90.43%
P-glycoprotein substrate	-	0.7817	78.17%
CYP3A4 substrate	+	0.5516	55.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.7838	78.38%
CYP2C9 inhibition	-	0.8825	88.25%
CYP2C19 inhibition	-	0.8329	83.29%
CYP2D6 inhibition	-	0.9027	90.27%
CYP1A2 inhibition	-	0.5602	56.02%
CYP2C8 inhibition	-	0.9097	90.97%
CYP inhibitory promiscuity	-	0.9051	90.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6248	62.48%
Eye corrosion	-	0.9770	97.70%
Eye irritation	-	0.5222	52.22%
Skin irritation	-	0.5803	58.03%
Skin corrosion	-	0.9287	92.87%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6468	64.68%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5783	57.83%
skin sensitisation	-	0.8486	84.86%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6857	68.57%
Acute Oral Toxicity (c)	III	0.5269	52.69%
Estrogen receptor binding	-	0.6829	68.29%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5162	51.62%
Glucocorticoid receptor binding	+	0.5528	55.28%
Aromatase binding	-	0.7570	75.70%
PPAR gamma	-	0.7719	77.19%
Honey bee toxicity	-	0.8561	85.61%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9363	93.63%

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	92.43%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.78%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.64%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.85%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.72%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.35%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.28%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.27%	99.23%
CHEMBL226	P30542	Adenosine A1 receptor	82.52%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.34%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	80.74%	97.79%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.16%	95.50%

Plants that contains it

• Echinops ritro

Cross-Links

• PubChem: 162959258
• LOTUS: LTS0206104
• wikiData: Q105223428