(5S,5aR,9aR)-1,5,8-trimethyl-5a,6,7,9a-tetrahydro-5H-benzo[e][1]benzofuran-2-one

Details

• Internal ID: 002072cb-b7bd-4b51-9362-694ed28fa633
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (5S,5aR,9aR)-1,5,8-trimethyl-5a,6,7,9a-tetrahydro-5H-benzo[e][1]benzofuran-2-one
• SMILES (Canonical): CC1C=C2C(=C(C(=O)O2)C)C3C1CCC(=C3)C
• SMILES (Isomeric): C[C@@H]1C=C2C(=C(C(=O)O2)C)[C@@H]3[C@@H]1CCC(=C3)C
• InChI: InChI=1S/C15H18O2/c1-8-4-5-11-9(2)7-13-14(12(11)6-8)10(3)15(16)17-13/h6-7,9,11-12H,4-5H2,1-3H3/t9-,11-,12+/m1/s1
• InChI Key: URQSHIUUUUGZPU-JLLWLGSASA-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: 2.70
• Atomic LogP (AlogP): 3.37
• 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	+	1.0000	100.00%
Caco-2	+	0.8949	89.49%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4063	40.63%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.9328	93.28%
OATP1B3 inhibitior	+	0.9633	96.33%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8328	83.28%
P-glycoprotein inhibitior	-	0.9173	91.73%
P-glycoprotein substrate	-	0.9209	92.09%
CYP3A4 substrate	+	0.5294	52.94%
CYP2C9 substrate	-	0.8175	81.75%
CYP2D6 substrate	-	0.8746	87.46%
CYP3A4 inhibition	-	0.7915	79.15%
CYP2C9 inhibition	-	0.9189	91.89%
CYP2C19 inhibition	-	0.6646	66.46%
CYP2D6 inhibition	-	0.9052	90.52%
CYP1A2 inhibition	+	0.8842	88.42%
CYP2C8 inhibition	-	0.8611	86.11%
CYP inhibitory promiscuity	-	0.5227	52.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.3761	37.61%
Eye corrosion	-	0.9630	96.30%
Eye irritation	-	0.7826	78.26%
Skin irritation	+	0.5636	56.36%
Skin corrosion	-	0.9186	91.86%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4426	44.26%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	+	0.5837	58.37%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6066	60.66%
Acute Oral Toxicity (c)	III	0.6545	65.45%
Estrogen receptor binding	-	0.6389	63.89%
Androgen receptor binding	+	0.6219	62.19%
Thyroid receptor binding	-	0.6609	66.09%
Glucocorticoid receptor binding	-	0.5486	54.86%
Aromatase binding	-	0.7511	75.11%
PPAR gamma	-	0.5659	56.59%
Honey bee toxicity	-	0.8701	87.01%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9797	97.97%

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	91.68%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.39%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.51%	98.95%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	89.55%	97.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.48%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.23%	100.00%

Plants that contains it

• Smallanthus uvedalia

Cross-Links

• PubChem: 162789903
• LOTUS: LTS0194777
• wikiData: Q105277977