Tanzawaic acid S

Details

• Internal ID: 2edbc9f0-1763-40eb-a4e5-6e6eee3117b2
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
• IUPAC Name: 5-[(1R,4S,4aS,6S,8R,8aR)-6-(hydroxymethyl)-4-methoxy-2,8-dimethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]penta-2,4-dienoic acid
• SMILES (Canonical): CC1CC(CC2C1C(C(=CC2OC)C)C=CC=CC(=O)O)CO
• SMILES (Isomeric): C[C@@H]1C[C@@H](C[C@H]2[C@H]1[C@H](C(=C[C@H]2OC)C)C=CC=CC(=O)O)CO
• InChI: InChI=1S/C19H28O4/c1-12-9-17(23-3)16-10-14(11-20)8-13(2)19(16)15(12)6-4-5-7-18(21)22/h4-7,9,13-17,19-20H,8,10-11H2,1-3H3,(H,21,22)/t13-,14+,15+,16-,17-,19-/m1/s1
• InChI Key: MOMGJYZDUGOHCM-RFRLJHHNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₄
• Molecular Weight: 320.40 g/mol
• Exact Mass: 320.19875937 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.05
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	+	0.6070	60.70%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7951	79.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8724	87.24%
OATP1B3 inhibitior	+	0.8769	87.69%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7229	72.29%
P-glycoprotein inhibitior	-	0.8310	83.10%
P-glycoprotein substrate	-	0.7304	73.04%
CYP3A4 substrate	+	0.5785	57.85%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.9037	90.37%
CYP3A4 inhibition	-	0.7920	79.20%
CYP2C9 inhibition	-	0.7706	77.06%
CYP2C19 inhibition	-	0.8271	82.71%
CYP2D6 inhibition	-	0.8850	88.50%
CYP1A2 inhibition	-	0.6132	61.32%
CYP2C8 inhibition	-	0.6818	68.18%
CYP inhibitory promiscuity	-	0.6400	64.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8380	83.80%
Carcinogenicity (trinary)	Non-required	0.6938	69.38%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9801	98.01%
Skin irritation	-	0.8237	82.37%
Skin corrosion	-	0.9835	98.35%
Ames mutagenesis	-	0.7586	75.86%
Human Ether-a-go-go-Related Gene inhibition	+	0.6819	68.19%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.7430	74.30%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7900	79.00%
Acute Oral Toxicity (c)	III	0.6456	64.56%
Estrogen receptor binding	+	0.7135	71.35%
Androgen receptor binding	+	0.5723	57.23%
Thyroid receptor binding	+	0.6004	60.04%
Glucocorticoid receptor binding	-	0.5795	57.95%
Aromatase binding	-	0.5953	59.53%
PPAR gamma	-	0.6277	62.77%
Honey bee toxicity	-	0.7551	75.51%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9780	97.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.30%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.48%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.57%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.25%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.32%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.96%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.49%	86.92%
CHEMBL5028	O14672	ADAM10	81.93%	97.50%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.87%	94.80%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.01%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590563
• LOTUS: LTS0081502
• wikiData: Q105168990