Tannunolide C

Details

• Internal ID: 47972d98-4a30-4913-842f-bb4ef523834b
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3R,3aS,9aS,9bS)-3,6-dimethyl-9-methylidene-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-2-one
• SMILES (Canonical): CC1C2CCC(=C3C=CC(=C)C3C2OC1=O)C
• SMILES (Isomeric): C[C@@H]1[C@@H]2CCC(=C3C=CC(=C)[C@@H]3[C@H]2OC1=O)C
• InChI: InChI=1S/C15H18O2/c1-8-4-7-12-10(3)15(16)17-14(12)13-9(2)5-6-11(8)13/h5-6,10,12-14H,2,4,7H2,1,3H3/t10-,12+,13+,14+/m1/s1
• InChI Key: MKSPTSRNVKNQMY-SAXRGWBVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₂
• Molecular Weight: 230.30 g/mol
• Exact Mass: 230.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.02
• 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	+	0.9969	99.69%
Caco-2	+	0.7717	77.17%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Lysosomes	0.3995	39.95%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9314	93.14%
OATP1B3 inhibitior	+	0.9371	93.71%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9261	92.61%
P-glycoprotein inhibitior	-	0.9334	93.34%
P-glycoprotein substrate	-	0.8586	85.86%
CYP3A4 substrate	+	0.5369	53.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8691	86.91%
CYP3A4 inhibition	-	0.8671	86.71%
CYP2C9 inhibition	-	0.9230	92.30%
CYP2C19 inhibition	-	0.7499	74.99%
CYP2D6 inhibition	-	0.9018	90.18%
CYP1A2 inhibition	+	0.8535	85.35%
CYP2C8 inhibition	-	0.8864	88.64%
CYP inhibitory promiscuity	-	0.8092	80.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5005	50.05%
Eye corrosion	-	0.8918	89.18%
Eye irritation	-	0.8646	86.46%
Skin irritation	+	0.5434	54.34%
Skin corrosion	-	0.8790	87.90%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5980	59.80%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.8750	87.50%
skin sensitisation	+	0.5893	58.93%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5560	55.60%
Acute Oral Toxicity (c)	III	0.5665	56.65%
Estrogen receptor binding	-	0.8320	83.20%
Androgen receptor binding	+	0.6822	68.22%
Thyroid receptor binding	-	0.7012	70.12%
Glucocorticoid receptor binding	-	0.8007	80.07%
Aromatase binding	-	0.7868	78.68%
PPAR gamma	-	0.7464	74.64%
Honey bee toxicity	-	0.8957	89.57%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9695	96.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.97%	83.82%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	93.22%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.03%	95.56%
CHEMBL1978	P11511	Cytochrome P450 19A1	85.40%	91.76%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.57%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.63%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.19%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.14%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	82.56%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.31%	94.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.03%	93.40%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.99%	86.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.61%	85.14%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.10%	90.08%

Plants that contains it

• Catha edulis
• Tanacetum annuum

Cross-Links

• PubChem: 14707535
• NPASS: NPC57611
• LOTUS: LTS0022854
• wikiData: Q105166192