Tannunolide D

Details

• Internal ID: 4b4d91c7-93da-4e8b-b689-263b9b3d9f4f
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3S,3aS,9R,9aS,9bS)-9-hydroxy-3,6,9-trimethyl-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-2-one
• SMILES (Canonical): CC1C2CCC(=C3C=CC(C3C2OC1=O)(C)O)C
• SMILES (Isomeric): C[C@H]1[C@@H]2CCC(=C3C=C[C@@]([C@@H]3[C@H]2OC1=O)(C)O)C
• InChI: InChI=1S/C15H20O3/c1-8-4-5-11-9(2)14(16)18-13(11)12-10(8)6-7-15(12,3)17/h6-7,9,11-13,17H,4-5H2,1-3H3/t9-,11-,12-,13-,15+/m0/s1
• InChI Key: LKLXPSFQDGBFPS-HZQNPPOTSA-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): 46.50 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.21
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.6816	68.16%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4725	47.25%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9381	93.81%
OATP1B3 inhibitior	+	0.9646	96.46%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.9379	93.79%
P-glycoprotein inhibitior	-	0.9189	91.89%
P-glycoprotein substrate	-	0.8489	84.89%
CYP3A4 substrate	+	0.5861	58.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8794	87.94%
CYP3A4 inhibition	-	0.8873	88.73%
CYP2C9 inhibition	-	0.8690	86.90%
CYP2C19 inhibition	-	0.8910	89.10%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	+	0.8721	87.21%
CYP2C8 inhibition	-	0.9053	90.53%
CYP inhibitory promiscuity	-	0.9001	90.01%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4236	42.36%
Eye corrosion	-	0.9658	96.58%
Eye irritation	-	0.8958	89.58%
Skin irritation	+	0.6281	62.81%
Skin corrosion	-	0.8082	80.82%
Ames mutagenesis	-	0.8007	80.07%
Human Ether-a-go-go-Related Gene inhibition	-	0.3808	38.08%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.7482	74.82%
skin sensitisation	-	0.6057	60.57%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7706	77.06%
Acute Oral Toxicity (c)	III	0.4492	44.92%
Estrogen receptor binding	-	0.6548	65.48%
Androgen receptor binding	+	0.5805	58.05%
Thyroid receptor binding	-	0.5401	54.01%
Glucocorticoid receptor binding	-	0.6162	61.62%
Aromatase binding	-	0.8479	84.79%
PPAR gamma	-	0.7397	73.97%
Honey bee toxicity	-	0.9311	93.11%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9311	93.11%

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	90.61%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.53%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.44%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.09%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.62%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.67%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.59%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.52%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.62%	94.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.91%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.73%	94.45%

Plants that contains it

• Catha edulis
• Tanacetum annuum

Cross-Links

• PubChem: 12308596
• NPASS: NPC155731
• LOTUS: LTS0109083
• wikiData: Q105153124