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

Details

• Internal ID: 650c9cf2-ea91-4841-b969-cfe63cab1f4c
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1R,3aR,9aR)-1,5,8-trimethyl-3a,4,6,7,9,9a-hexahydro-1H-azuleno[6,5-b]furan-2-one
• SMILES (Canonical): CC1C2CC3=C(CCC3=C(CC2OC1=O)C)C
• SMILES (Isomeric): C[C@@H]1[C@H]2CC3=C(CCC3=C(C[C@H]2OC1=O)C)C
• InChI: InChI=1S/C15H20O2/c1-8-4-5-11-9(2)6-14-13(7-12(8)11)10(3)15(16)17-14/h10,13-14H,4-7H2,1-3H3/t10-,13-,14-/m1/s1
• InChI Key: CTFVSACKNVWQLE-LERXQTSPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 3.38
• 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	+	0.9312	93.12%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4110	41.10%
OATP2B1 inhibitior	-	0.8454	84.54%
OATP1B1 inhibitior	+	0.9278	92.78%
OATP1B3 inhibitior	+	0.9653	96.53%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7761	77.61%
P-glycoprotein inhibitior	-	0.8260	82.60%
P-glycoprotein substrate	-	0.8012	80.12%
CYP3A4 substrate	-	0.5295	52.95%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.8636	86.36%
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	-	0.9669	96.69%
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	+	0.5367	53.67%
Skin irritation	+	0.5194	51.94%
Skin corrosion	-	0.9544	95.44%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.8500	85.00%
skin sensitisation	-	0.5426	54.26%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6089	60.89%
Acute Oral Toxicity (c)	III	0.6093	60.93%
Estrogen receptor binding	-	0.8085	80.85%
Androgen receptor binding	-	0.5613	56.13%
Thyroid receptor binding	-	0.6805	68.05%
Glucocorticoid receptor binding	-	0.5717	57.17%
Aromatase binding	-	0.8790	87.90%
PPAR gamma	-	0.6923	69.23%
Honey bee toxicity	-	0.7680	76.80%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
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
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.35%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.19%	94.80%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	83.39%	95.55%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.87%	100.00%

Plants that contains it

• Helichrysum splendidum

Cross-Links

• PubChem: 163103737
• LOTUS: LTS0065253
• wikiData: Q104969769