(1R,3aS,5S,9aR)-1,5-dimethyl-1,3a,4,5,6,7,9,9a-octahydroazuleno[6,7-b]furan-2,8-dione

Details

• Internal ID: 851aed7b-7141-4a82-87f0-81523433e1e2
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1R,3aS,5S,9aR)-1,5-dimethyl-1,3a,4,5,6,7,9,9a-octahydroazuleno[6,7-b]furan-2,8-dione
• SMILES (Canonical): CC1CC2C(CC3=C1CCC3=O)C(C(=O)O2)C
• SMILES (Isomeric): C[C@H]1C[C@H]2[C@H](CC3=C1CCC3=O)[C@H](C(=O)O2)C
• InChI: InChI=1S/C14H18O3/c1-7-5-13-10(8(2)14(16)17-13)6-11-9(7)3-4-12(11)15/h7-8,10,13H,3-6H2,1-2H3/t7-,8+,10+,13-/m0/s1
• InChI Key: IRCJNUBZIWFFLO-DUCCMJIMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₃
• Molecular Weight: 234.29 g/mol
• Exact Mass: 234.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.25
• H-Bond Acceptor: 3
• 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	+	0.9959	99.59%
Caco-2	+	0.8726	87.26%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6498	64.98%
OATP2B1 inhibitior	-	0.8457	84.57%
OATP1B1 inhibitior	+	0.9360	93.60%
OATP1B3 inhibitior	+	0.9654	96.54%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.8663	86.63%
P-glycoprotein inhibitior	-	0.8815	88.15%
P-glycoprotein substrate	-	0.7810	78.10%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8968	89.68%
CYP3A4 inhibition	-	0.8765	87.65%
CYP2C9 inhibition	-	0.9212	92.12%
CYP2C19 inhibition	-	0.8612	86.12%
CYP2D6 inhibition	-	0.9324	93.24%
CYP1A2 inhibition	+	0.7335	73.35%
CYP2C8 inhibition	-	0.8981	89.81%
CYP inhibitory promiscuity	-	0.9219	92.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6123	61.23%
Eye corrosion	-	0.9398	93.98%
Eye irritation	-	0.6602	66.02%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9050	90.50%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	-	0.6442	64.42%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6147	61.47%
Acute Oral Toxicity (c)	III	0.5501	55.01%
Estrogen receptor binding	-	0.6378	63.78%
Androgen receptor binding	-	0.5501	55.01%
Thyroid receptor binding	-	0.7470	74.70%
Glucocorticoid receptor binding	-	0.6287	62.87%
Aromatase binding	-	0.8608	86.08%
PPAR gamma	-	0.7488	74.88%
Honey bee toxicity	-	0.7606	76.06%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9890	98.90%

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	89.47%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.15%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.10%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.50%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.46%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.90%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.83%	94.80%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	82.65%	95.55%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.44%	99.23%
CHEMBL3974	P25116	Proteinase-activated receptor 1	81.08%	97.78%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.58%	85.14%

Plants that contains it

• Mikania mendocina

Cross-Links

• PubChem: 15786214
• LOTUS: LTS0155759
• wikiData: Q105118766