Lindestrenolide

Details

• Internal ID: 35d6021e-2bac-42c9-b760-8a9acdfd8ca5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (4aS,8aS,9aS)-3,8a-dimethyl-5-methylidene-4a,6,9,9a-tetrahydro-4H-benzo[f][1]benzofuran-2-one
• SMILES (Canonical): CC1=C2CC3C(=C)CC=CC3(CC2OC1=O)C
• SMILES (Isomeric): CC1=C2C[C@H]3C(=C)CC=C[C@@]3(C[C@@H]2OC1=O)C
• InChI: InChI=1S/C15H18O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h4,6,12-13H,1,5,7-8H2,2-3H3/t12-,13-,15+/m0/s1
• InChI Key: JQICWKRTHOPTEO-KCQAQPDRSA-N
• Popularity: 0 references 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: 2.50
• Atomic LogP (AlogP): 3.16
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 20267-90-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6683	66.83%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4664	46.64%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.8793	87.93%
OATP1B3 inhibitior	+	0.9201	92.01%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.6600	66.00%
P-glycoprotein inhibitior	-	0.8949	89.49%
P-glycoprotein substrate	-	0.8378	83.78%
CYP3A4 substrate	+	0.6056	60.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8829	88.29%
CYP3A4 inhibition	-	0.5296	52.96%
CYP2C9 inhibition	-	0.9367	93.67%
CYP2C19 inhibition	+	0.6231	62.31%
CYP2D6 inhibition	-	0.9513	95.13%
CYP1A2 inhibition	+	0.5900	59.00%
CYP2C8 inhibition	-	0.7949	79.49%
CYP inhibitory promiscuity	-	0.7415	74.15%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4503	45.03%
Eye corrosion	-	0.9812	98.12%
Eye irritation	-	0.7560	75.60%
Skin irritation	-	0.5355	53.55%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6658	66.58%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.8177	81.77%
skin sensitisation	+	0.5926	59.26%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6541	65.41%
Acute Oral Toxicity (c)	III	0.7158	71.58%
Estrogen receptor binding	-	0.6581	65.81%
Androgen receptor binding	-	0.4824	48.24%
Thyroid receptor binding	-	0.6443	64.43%
Glucocorticoid receptor binding	-	0.5128	51.28%
Aromatase binding	-	0.6552	65.52%
PPAR gamma	-	0.5202	52.02%
Honey bee toxicity	-	0.8653	86.53%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	+	0.9974	99.74%

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	94.85%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.66%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.26%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.87%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.75%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.36%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.56%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.56%	100.00%

Plants that contains it

• Lindera aggregata

Cross-Links

• PubChem: 12311272
• NPASS: NPC208899