Inunolide

Details

• Internal ID: 7884725a-d8d2-402b-9e0a-c22e8008ebb3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3aR,5E,11aR)-6,10-dimethyl-3-methylidene-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-2-one
• SMILES (Canonical): CC1=CCC2C(CC(=CCC1)C)OC(=O)C2=C
• SMILES (Isomeric): C/C/1=C\C[C@H]2[C@@H](CC(=CCC1)C)OC(=O)C2=C
• InChI: InChI=1S/C15H20O2/c1-10-5-4-6-11(2)9-14-13(8-7-10)12(3)15(16)17-14/h6-7,13-14H,3-5,8-9H2,1-2H3/b10-7+,11-6?/t13-,14-/m1/s1
• InChI Key: BBMLTTOFEBDQIR-ZHQBJIHKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.9204	92.04%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.3717	37.17%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.9493	94.93%
OATP1B3 inhibitior	+	0.8911	89.11%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9182	91.82%
P-glycoprotein inhibitior	-	0.9170	91.70%
P-glycoprotein substrate	-	0.9469	94.69%
CYP3A4 substrate	-	0.5107	51.07%
CYP2C9 substrate	-	0.8119	81.19%
CYP2D6 substrate	-	0.8397	83.97%
CYP3A4 inhibition	-	0.7192	71.92%
CYP2C9 inhibition	-	0.9572	95.72%
CYP2C19 inhibition	-	0.6064	60.64%
CYP2D6 inhibition	-	0.9463	94.63%
CYP1A2 inhibition	+	0.8218	82.18%
CYP2C8 inhibition	-	0.7560	75.60%
CYP inhibitory promiscuity	-	0.8913	89.13%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5810	58.10%
Eye corrosion	-	0.8990	89.90%
Eye irritation	-	0.5941	59.41%
Skin irritation	+	0.5067	50.67%
Skin corrosion	-	0.9546	95.46%
Ames mutagenesis	-	0.6791	67.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.3761	37.61%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	+	0.6013	60.13%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.8430	84.30%
Acute Oral Toxicity (c)	III	0.6402	64.02%
Estrogen receptor binding	-	0.8012	80.12%
Androgen receptor binding	-	0.5519	55.19%
Thyroid receptor binding	-	0.7587	75.87%
Glucocorticoid receptor binding	-	0.5549	55.49%
Aromatase binding	-	0.7512	75.12%
PPAR gamma	-	0.5772	57.72%
Honey bee toxicity	-	0.8231	82.31%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9852	98.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.83%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.58%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.93%	91.11%
CHEMBL2581	P07339	Cathepsin D	85.67%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.80%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.99%	97.09%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.51%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	80.02%	94.73%

Plants that contains it

• Critonia quadrangularis

Cross-Links

• PubChem: 135398058
• LOTUS: LTS0115126
• wikiData: Q104922851