Tabarin

Details

• Internal ID: 4158ffbe-a4ce-4d58-b279-cd8eed977af1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (3S,3aR,4S,5aR,9R,9aS,9bS)-4,9-dihydroxy-3,5a,9-trimethyl-3,3a,4,5,9a,9b-hexahydrobenzo[g][1]benzofuran-2,6-dione
• SMILES (Canonical): CC1C2C(CC3(C(C2OC1=O)C(C=CC3=O)(C)O)C)O
• SMILES (Isomeric): C[C@H]1[C@@H]2[C@H](C[C@@]3([C@@H]([C@H]2OC1=O)[C@](C=CC3=O)(C)O)C)O
• InChI: InChI=1S/C15H20O5/c1-7-10-8(16)6-14(2)9(17)4-5-15(3,19)12(14)11(10)20-13(7)18/h4-5,7-8,10-12,16,19H,6H2,1-3H3/t7-,8-,10+,11-,12+,14-,15+/m0/s1
• InChI Key: GFGHRAGWPYQVRH-IIDCHLLASA-N
• Popularity: 57 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.44
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9718	97.18%
Caco-2	-	0.6536	65.36%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5547	55.47%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9193	91.93%
OATP1B3 inhibitior	+	0.9494	94.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9154	91.54%
P-glycoprotein inhibitior	-	0.9243	92.43%
P-glycoprotein substrate	-	0.7623	76.23%
CYP3A4 substrate	+	0.5564	55.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8994	89.94%
CYP3A4 inhibition	-	0.7158	71.58%
CYP2C9 inhibition	-	0.9179	91.79%
CYP2C19 inhibition	-	0.9601	96.01%
CYP2D6 inhibition	-	0.9676	96.76%
CYP1A2 inhibition	-	0.8844	88.44%
CYP2C8 inhibition	-	0.9447	94.47%
CYP inhibitory promiscuity	-	0.9066	90.66%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.3977	39.77%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.8658	86.58%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8064	80.64%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7921	79.21%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.6319	63.19%
skin sensitisation	-	0.7707	77.07%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.5738	57.38%
Acute Oral Toxicity (c)	I	0.5292	52.92%
Estrogen receptor binding	+	0.6008	60.08%
Androgen receptor binding	+	0.5199	51.99%
Thyroid receptor binding	+	0.5308	53.08%
Glucocorticoid receptor binding	+	0.5524	55.24%
Aromatase binding	-	0.7535	75.35%
PPAR gamma	-	0.6368	63.68%
Honey bee toxicity	-	0.8626	86.26%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9373	93.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.76%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.04%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.18%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.66%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.21%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.78%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.21%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.77%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.51%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.34%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.60%	97.09%

Plants that contains it

• Artemisia cana
• Ipomoea nil

Cross-Links

• PubChem: 15479022
• LOTUS: LTS0269277
• wikiData: Q105152747