Isodehydrocostus Lactone

Details

• Internal ID: e827d420-ac99-420d-bdeb-3d861c79fa1c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (3aS,6aR,9aR,9bS)-9-methyl-3,6-dimethylidene-4,5,6a,7,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-2-one
• SMILES (Canonical): CC1=CCC2C1C3C(CCC2=C)C(=C)C(=O)O3
• SMILES (Isomeric): CC1=CC[C@@H]2[C@H]1[C@@H]3[C@@H](CCC2=C)C(=C)C(=O)O3
• InChI: InChI=1S/C15H18O2/c1-8-4-7-12-10(3)15(16)17-14(12)13-9(2)5-6-11(8)13/h5,11-14H,1,3-4,6-7H2,2H3/t11-,12-,13-,14-/m0/s1
• InChI Key: HOKNRQOXIXGZDY-XUXIUFHCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₂
• Molecular Weight: 230.30 g/mol
• Exact Mass: 230.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• CHEBI:81376
• CHEMBL451971
• C17913
• Q27155314
• (3aS,6aR,9aR,9bS)-9-methyl-3,6-dimethylidene-4,5,6a,7,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.7213	72.13%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.3746	37.46%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9101	91.01%
OATP1B3 inhibitior	+	0.9350	93.50%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.9171	91.71%
P-glycoprotein inhibitior	-	0.8886	88.86%
P-glycoprotein substrate	-	0.9048	90.48%
CYP3A4 substrate	+	0.5118	51.18%
CYP2C9 substrate	-	0.8119	81.19%
CYP2D6 substrate	-	0.8397	83.97%
CYP3A4 inhibition	-	0.8656	86.56%
CYP2C9 inhibition	-	0.9204	92.04%
CYP2C19 inhibition	-	0.5187	51.87%
CYP2D6 inhibition	-	0.9285	92.85%
CYP1A2 inhibition	+	0.8025	80.25%
CYP2C8 inhibition	-	0.8429	84.29%
CYP inhibitory promiscuity	-	0.8080	80.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5678	56.78%
Eye corrosion	-	0.7916	79.16%
Eye irritation	+	0.5870	58.70%
Skin irritation	-	0.5376	53.76%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4534	45.34%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	+	0.5436	54.36%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6043	60.43%
Acute Oral Toxicity (c)	III	0.6273	62.73%
Estrogen receptor binding	-	0.5587	55.87%
Androgen receptor binding	+	0.6390	63.90%
Thyroid receptor binding	-	0.6626	66.26%
Glucocorticoid receptor binding	-	0.5991	59.91%
Aromatase binding	-	0.7839	78.39%
PPAR gamma	-	0.7491	74.91%
Honey bee toxicity	-	0.8305	83.05%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9846	98.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.72%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.39%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.18%	99.23%
CHEMBL1978	P11511	Cytochrome P450 19A1	85.81%	91.76%
CHEMBL1871	P10275	Androgen Receptor	85.01%	96.43%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.62%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	81.99%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.53%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.11%	93.56%

Plants that contains it

• Aucklandia costus
• Stellera chamaejasme

Cross-Links

• PubChem: 10933292
• NPASS: NPC276356
• ChEMBL: CHEMBL451971
• LOTUS: LTS0175359
• wikiData: Q27155314