4-Hydroxy-3,9-dimethyl-6-methylidene-3,3a,4,5,6a,7,8,9,9a,9b-decahydroazuleno[4,5-b]furan-2-one

Details

• Internal ID: 9c06a495-cb55-4a6c-8787-0e56d1aff01b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: 4-hydroxy-3,9-dimethyl-6-methylidene-3,3a,4,5,6a,7,8,9,9a,9b-decahydroazuleno[4,5-b]furan-2-one
• SMILES (Canonical): CC1CCC2C1C3C(C(C(=O)O3)C)C(CC2=C)O
• SMILES (Isomeric): CC1CCC2C1C3C(C(C(=O)O3)C)C(CC2=C)O
• InChI: InChI=1S/C15H22O3/c1-7-4-5-10-8(2)6-11(16)13-9(3)15(17)18-14(13)12(7)10/h7,9-14,16H,2,4-6H2,1,3H3
• InChI Key: VPUDUAQBIBRZOR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.15
• H-Bond Acceptor: 3
• 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	+	0.9945	99.45%
Caco-2	+	0.6931	69.31%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4510	45.10%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.8651	86.51%
OATP1B3 inhibitior	+	0.9390	93.90%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.9329	93.29%
P-glycoprotein inhibitior	-	0.9156	91.56%
P-glycoprotein substrate	-	0.8286	82.86%
CYP3A4 substrate	+	0.5575	55.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8313	83.13%
CYP3A4 inhibition	-	0.6976	69.76%
CYP2C9 inhibition	-	0.9271	92.71%
CYP2C19 inhibition	-	0.8401	84.01%
CYP2D6 inhibition	-	0.9452	94.52%
CYP1A2 inhibition	+	0.6597	65.97%
CYP2C8 inhibition	-	0.9265	92.65%
CYP inhibitory promiscuity	-	0.9570	95.70%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6083	60.83%
Eye corrosion	-	0.9554	95.54%
Eye irritation	-	0.5724	57.24%
Skin irritation	+	0.5169	51.69%
Skin corrosion	-	0.9127	91.27%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7643	76.43%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.7837	78.37%
skin sensitisation	-	0.6637	66.37%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6511	65.11%
Acute Oral Toxicity (c)	III	0.3528	35.28%
Estrogen receptor binding	-	0.6157	61.57%
Androgen receptor binding	-	0.4932	49.32%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5559	55.59%
Aromatase binding	-	0.8547	85.47%
PPAR gamma	-	0.8573	85.73%
Honey bee toxicity	-	0.8636	86.36%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9782	97.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.25%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.05%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.30%	94.80%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.30%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.78%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.28%	97.09%
CHEMBL1902	P62942	FK506-binding protein 1A	83.91%	97.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.31%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.45%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.37%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.23%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.15%	95.89%

Plants that contains it

• Achillea multifida

Cross-Links

• PubChem: 85272623
• LOTUS: LTS0113705
• wikiData: Q105291007