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

Details

• Internal ID: e280a4f6-02c9-41cb-9de1-5f2642ba91ac
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1S,3aS,5S,5aS,9aR)-1,5,8-trimethyl-1,3a,4,5,5a,6,9,9a-octahydroazuleno[6,5-b]furan-2,7-dione
• SMILES (Canonical): CC1CC2C(CC3=C(C(=O)CC13)C)C(C(=O)O2)C
• SMILES (Isomeric): C[C@H]1C[C@H]2[C@H](CC3=C(C(=O)C[C@@H]13)C)[C@@H](C(=O)O2)C
• InChI: InChI=1S/C15H20O3/c1-7-4-14-12(9(3)15(17)18-14)5-11-8(2)13(16)6-10(7)11/h7,9-10,12,14H,4-6H2,1-3H3/t7-,9-,10-,12+,14-/m0/s1
• InChI Key: DUMCJGUZARULAI-JTDNGTEGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.50
• 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	+	0.9970	99.70%
Caco-2	+	0.8877	88.77%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6003	60.03%
OATP2B1 inhibitior	-	0.8521	85.21%
OATP1B1 inhibitior	+	0.9255	92.55%
OATP1B3 inhibitior	+	0.9604	96.04%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8918	89.18%
P-glycoprotein inhibitior	-	0.8648	86.48%
P-glycoprotein substrate	-	0.7910	79.10%
CYP3A4 substrate	+	0.5156	51.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8968	89.68%
CYP3A4 inhibition	-	0.8594	85.94%
CYP2C9 inhibition	-	0.9004	90.04%
CYP2C19 inhibition	-	0.8503	85.03%
CYP2D6 inhibition	-	0.9572	95.72%
CYP1A2 inhibition	+	0.5205	52.05%
CYP2C8 inhibition	-	0.8925	89.25%
CYP inhibitory promiscuity	-	0.9136	91.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9317	93.17%
Carcinogenicity (trinary)	Non-required	0.5656	56.56%
Eye corrosion	-	0.9464	94.64%
Eye irritation	-	0.6765	67.65%
Skin irritation	-	0.5276	52.76%
Skin corrosion	-	0.9268	92.68%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5103	51.03%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.8875	88.75%
skin sensitisation	-	0.6161	61.61%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.6578	65.78%
Acute Oral Toxicity (c)	III	0.5127	51.27%
Estrogen receptor binding	-	0.6686	66.86%
Androgen receptor binding	+	0.5747	57.47%
Thyroid receptor binding	-	0.7365	73.65%
Glucocorticoid receptor binding	-	0.6843	68.43%
Aromatase binding	-	0.8553	85.53%
PPAR gamma	-	0.7399	73.99%
Honey bee toxicity	-	0.7615	76.15%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9925	99.25%

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	93.89%	94.80%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.95%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.67%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	88.65%	86.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.96%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.28%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.77%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.33%	99.23%

Plants that contains it

• Decachaeta scabrella

Cross-Links

• PubChem: 163195104
• LOTUS: LTS0120751
• wikiData: Q104989321