Compressanolide

Details

• Internal ID: 3afc2cac-7c9b-41c3-b45e-221d5bcd50a5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (3S,3aS,6aR,9R,9aS,9bS)-9-hydroxy-3,9-dimethyl-6-methylidene-3a,4,5,6a,7,8,9a,9b-octahydro-3H-azuleno[4,5-b]furan-2-one
• SMILES (Canonical): CC1C2CCC(=C)C3CCC(C3C2OC1=O)(C)O
• SMILES (Isomeric): C[C@H]1[C@@H]2CCC(=C)[C@@H]3CC[C@@]([C@@H]3[C@H]2OC1=O)(C)O
• InChI: InChI=1S/C15H22O3/c1-8-4-5-11-9(2)14(16)18-13(11)12-10(8)6-7-15(12,3)17/h9-13,17H,1,4-7H2,2-3H3/t9-,10-,11-,12-,13-,15+/m0/s1
• InChI Key: JFSCVRCZWCVAOQ-XTXFXJEVSA-N
• Popularity: 2 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: 1.90
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• (3S,3aS,6aR,9R,9aS,9bS)-9-hydroxy-3,9-dimethyl-6-methylidene-3a,4,5,6a,7,8,9a,9b-octahydro-3H-azuleno[4,5-b]furan-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	+	0.7445	74.45%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5940	59.40%
OATP2B1 inhibitior	-	0.8530	85.30%
OATP1B1 inhibitior	+	0.8509	85.09%
OATP1B3 inhibitior	+	0.9260	92.60%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.8831	88.31%
P-glycoprotein inhibitior	-	0.9108	91.08%
P-glycoprotein substrate	-	0.8615	86.15%
CYP3A4 substrate	+	0.6244	62.44%
CYP2C9 substrate	-	0.8105	81.05%
CYP2D6 substrate	-	0.8572	85.72%
CYP3A4 inhibition	-	0.7500	75.00%
CYP2C9 inhibition	-	0.8256	82.56%
CYP2C19 inhibition	-	0.7258	72.58%
CYP2D6 inhibition	-	0.9528	95.28%
CYP1A2 inhibition	+	0.6392	63.92%
CYP2C8 inhibition	-	0.8417	84.17%
CYP inhibitory promiscuity	-	0.9546	95.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5289	52.89%
Eye corrosion	-	0.9810	98.10%
Eye irritation	-	0.7257	72.57%
Skin irritation	+	0.5442	54.42%
Skin corrosion	-	0.8934	89.34%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6354	63.54%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.7607	76.07%
skin sensitisation	-	0.7068	70.68%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5877	58.77%
Acute Oral Toxicity (c)	II	0.3665	36.65%
Estrogen receptor binding	+	0.6001	60.01%
Androgen receptor binding	+	0.5571	55.71%
Thyroid receptor binding	-	0.5077	50.77%
Glucocorticoid receptor binding	+	0.6643	66.43%
Aromatase binding	-	0.8105	81.05%
PPAR gamma	-	0.8093	80.93%
Honey bee toxicity	-	0.8460	84.60%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9823	98.23%

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	95.01%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.61%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.84%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.52%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.26%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.80%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.69%	93.04%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.15%	85.14%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.02%	89.05%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.91%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	82.10%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.40%	89.00%

Plants that contains it

• Magnolia compressa

Cross-Links

• PubChem: 10977878
• LOTUS: LTS0016169
• wikiData: Q105126885