9-hydroxy-3,5a,9-trimethyl-3a,4,5,6,7,8,9a,9b-octahydro-3H-benzo[g][1]benzofuran-2-one

Details

• Internal ID: 895e9428-3a1d-4218-96a4-bed34db2a1a1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: 9-hydroxy-3,5a,9-trimethyl-3a,4,5,6,7,8,9a,9b-octahydro-3H-benzo[g][1]benzofuran-2-one
• SMILES (Canonical): CC1C2CCC3(CCCC(C3C2OC1=O)(C)O)C
• SMILES (Isomeric): CC1C2CCC3(CCCC(C3C2OC1=O)(C)O)C
• InChI: InChI=1S/C15H24O3/c1-9-10-5-8-14(2)6-4-7-15(3,17)12(14)11(10)18-13(9)16/h9-12,17H,4-8H2,1-3H3
• InChI Key: JVVPNUMNEHBXGD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• AKOS040736743

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.6856	68.56%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6574	65.74%
OATP2B1 inhibitior	-	0.8516	85.16%
OATP1B1 inhibitior	+	0.9260	92.60%
OATP1B3 inhibitior	+	0.9157	91.57%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.9088	90.88%
P-glycoprotein inhibitior	-	0.8935	89.35%
P-glycoprotein substrate	-	0.8792	87.92%
CYP3A4 substrate	+	0.5643	56.43%
CYP2C9 substrate	-	0.8149	81.49%
CYP2D6 substrate	-	0.8517	85.17%
CYP3A4 inhibition	-	0.7530	75.30%
CYP2C9 inhibition	-	0.7694	76.94%
CYP2C19 inhibition	-	0.7596	75.96%
CYP2D6 inhibition	-	0.9766	97.66%
CYP1A2 inhibition	-	0.7476	74.76%
CYP2C8 inhibition	-	0.9375	93.75%
CYP inhibitory promiscuity	-	0.9755	97.55%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5712	57.12%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.8483	84.83%
Skin irritation	+	0.6345	63.45%
Skin corrosion	-	0.8345	83.45%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7499	74.99%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.6199	61.99%
skin sensitisation	-	0.8315	83.15%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5372	53.72%
Acute Oral Toxicity (c)	III	0.4262	42.62%
Estrogen receptor binding	+	0.6164	61.64%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6415	64.15%
Glucocorticoid receptor binding	-	0.4645	46.45%
Aromatase binding	-	0.6994	69.94%
PPAR gamma	-	0.7273	72.73%
Honey bee toxicity	-	0.8823	88.23%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9572	95.72%

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	95.29%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.50%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.37%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.12%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.20%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.37%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.88%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.93%	92.94%
CHEMBL1937	Q92769	Histone deacetylase 2	81.06%	94.75%

Plants that contains it

• Artemisia valentina
• Aucklandia costus
• Conocephalum japonicum

Cross-Links

• PubChem: 14486956
• LOTUS: LTS0210058
• wikiData: Q105135990