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

Details

• Internal ID: bbcb86a3-3e92-4792-b353-d97b73fbed5c
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1R,3aR,8R,8aR,9aS)-1,5,8-trimethyl-3a,4,6,7,8,8a,9,9a-octahydro-1H-azuleno[6,5-b]furan-2-one
• SMILES (Canonical): CC1CCC2=C(CC3C(CC12)C(C(=O)O3)C)C
• SMILES (Isomeric): C[C@@H]1CCC2=C(C[C@@H]3[C@@H](C[C@H]12)[C@H](C(=O)O3)C)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/h8,10,12-14H,4-7H2,1-3H3/t8-,10-,12-,13+,14-/m1/s1
• InChI Key: LGGWYHIMEGQREQ-ARVLLKKWSA-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	+	0.9220	92.20%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4110	41.10%
OATP2B1 inhibitior	-	0.8469	84.69%
OATP1B1 inhibitior	+	0.9166	91.66%
OATP1B3 inhibitior	+	0.9653	96.53%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.8066	80.66%
P-glycoprotein inhibitior	-	0.8585	85.85%
P-glycoprotein substrate	-	0.7868	78.68%
CYP3A4 substrate	+	0.5534	55.34%
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	-	0.8471	84.71%
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	-	0.5290	52.90%
Skin irritation	+	0.5194	51.94%
Skin corrosion	-	0.9544	95.44%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4749	47.49%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.8000	80.00%
skin sensitisation	-	0.5426	54.26%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.7010	70.10%
Acute Oral Toxicity (c)	III	0.6093	60.93%
Estrogen receptor binding	-	0.7000	70.00%
Androgen receptor binding	+	0.6755	67.55%
Thyroid receptor binding	-	0.5906	59.06%
Glucocorticoid receptor binding	-	0.5130	51.30%
Aromatase binding	-	0.8146	81.46%
PPAR gamma	-	0.7741	77.41%
Honey bee toxicity	-	0.8034	80.34%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
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	92.52%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.17%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.75%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.06%	86.00%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	86.41%	95.55%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.70%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.34%	100.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.97%	93.40%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.58%	85.14%
CHEMBL1871	P10275	Androgen Receptor	80.31%	96.43%

Plants that contains it

• Callitris columellaris

Cross-Links

• PubChem: 15381874
• LOTUS: LTS0046513
• wikiData: Q105151347