(1R,3aR,5S,5aS,9aR)-1,5,8-trimethyl-3a,4,5,5a,6,7,9,9a-octahydro-1H-azuleno[6,5-b]furan-2-one

Details

• Internal ID: 73fa9d80-25e5-428f-a7f3-89f90316dd0a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1R,3aR,5S,5aS,9aR)-1,5,8-trimethyl-3a,4,5,5a,6,7,9,9a-octahydro-1H-azuleno[6,5-b]furan-2-one
• SMILES (Canonical): CC1CC2C(CC3=C(CCC13)C)C(C(=O)O2)C
• SMILES (Isomeric): C[C@H]1C[C@@H]2[C@H](CC3=C(CC[C@@H]13)C)[C@H](C(=O)O2)C
• InChI: InChI=1S/C15H22O2/c1-8-4-5-11-9(2)6-14-13(7-12(8)11)10(3)15(16)17-14/h9-11,13-14H,4-7H2,1-3H3/t9-,10+,11-,13+,14+/m0/s1
• InChI Key: QAOTVNIYGMUCEE-FUVSOYRFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.32
• 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	+	0.9973	99.73%
Caco-2	+	0.9429	94.29%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4110	41.10%
OATP2B1 inhibitior	-	0.8464	84.64%
OATP1B1 inhibitior	+	0.9182	91.82%
OATP1B3 inhibitior	+	0.9653	96.53%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.8550	85.50%
P-glycoprotein inhibitior	-	0.8473	84.73%
P-glycoprotein substrate	-	0.8150	81.50%
CYP3A4 substrate	+	0.5535	55.35%
CYP2C9 substrate	-	0.7874	78.74%
CYP2D6 substrate	-	0.8423	84.23%
CYP3A4 inhibition	-	0.8061	80.61%
CYP2C9 inhibition	-	0.9232	92.32%
CYP2C19 inhibition	-	0.6791	67.91%
CYP2D6 inhibition	-	0.9426	94.26%
CYP1A2 inhibition	+	0.7528	75.28%
CYP2C8 inhibition	-	0.8498	84.98%
CYP inhibitory promiscuity	-	0.8976	89.76%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5684	56.84%
Eye corrosion	-	0.9388	93.88%
Eye irritation	-	0.5602	56.02%
Skin irritation	+	0.5194	51.94%
Skin corrosion	-	0.9544	95.44%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4252	42.52%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.8875	88.75%
skin sensitisation	-	0.5426	54.26%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5523	55.23%
Acute Oral Toxicity (c)	III	0.6093	60.93%
Estrogen receptor binding	-	0.7181	71.81%
Androgen receptor binding	+	0.6012	60.12%
Thyroid receptor binding	-	0.6027	60.27%
Glucocorticoid receptor binding	-	0.5992	59.92%
Aromatase binding	-	0.7962	79.62%
PPAR gamma	-	0.7809	78.09%
Honey bee toxicity	-	0.7942	79.42%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9734	97.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4481	P35228	Nitric oxide synthase, inducible	93.00%	94.80%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.19%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.02%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.72%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.63%	86.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.13%	93.40%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.70%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.27%	85.14%
CHEMBL1871	P10275	Androgen Receptor	81.65%	96.43%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.38%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.10%	91.11%

Plants that contains it

• Stevia polyphylla

Cross-Links

• PubChem: 162994139
• LOTUS: LTS0064025
• wikiData: Q105217546