Tanzawaic acid L

Details

• Internal ID: bbbef347-a7bc-48b5-ad6f-a551f928f804
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
• IUPAC Name: (2E,4E)-5-[(4aR,6R,8R,8aS)-6-hydroxy-2,6,8-trimethyl-5,7,8,8a-tetrahydro-4aH-naphthalen-1-yl]penta-2,4-dienoic acid
• SMILES (Canonical): CC1CC(CC2C1C(=C(C=C2)C)C=CC=CC(=O)O)(C)O
• SMILES (Isomeric): C[C@@H]1C[C@@](C[C@H]2[C@H]1C(=C(C=C2)C)/C=C/C=C/C(=O)O)(C)O
• InChI: InChI=1S/C18H24O3/c1-12-8-9-14-11-18(3,21)10-13(2)17(14)15(12)6-4-5-7-16(19)20/h4-9,13-14,17,21H,10-11H2,1-3H3,(H,19,20)/b6-4+,7-5+/t13-,14+,17+,18-/m1/s1
• InChI Key: WJCBQWQBAVQDHU-YIBCINBSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₃
• Molecular Weight: 288.40 g/mol
• Exact Mass: 288.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• SCHEMBL16712877

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.8138	81.38%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6946	69.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9204	92.04%
OATP1B3 inhibitior	+	0.9693	96.93%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.4764	47.64%
P-glycoprotein inhibitior	-	0.9352	93.52%
P-glycoprotein substrate	-	0.7297	72.97%
CYP3A4 substrate	+	0.5953	59.53%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.9134	91.34%
CYP3A4 inhibition	-	0.8375	83.75%
CYP2C9 inhibition	-	0.9260	92.60%
CYP2C19 inhibition	-	0.9032	90.32%
CYP2D6 inhibition	-	0.9502	95.02%
CYP1A2 inhibition	-	0.9340	93.40%
CYP2C8 inhibition	-	0.8513	85.13%
CYP inhibitory promiscuity	-	0.8957	89.57%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8813	88.13%
Carcinogenicity (trinary)	Non-required	0.4743	47.43%
Eye corrosion	-	0.9941	99.41%
Eye irritation	-	0.9752	97.52%
Skin irritation	+	0.5204	52.04%
Skin corrosion	-	0.9613	96.13%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7095	70.95%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5075	50.75%
skin sensitisation	+	0.6591	65.91%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5320	53.20%
Acute Oral Toxicity (c)	III	0.7260	72.60%
Estrogen receptor binding	+	0.7047	70.47%
Androgen receptor binding	-	0.5758	57.58%
Thyroid receptor binding	-	0.5350	53.50%
Glucocorticoid receptor binding	-	0.7656	76.56%
Aromatase binding	-	0.5060	50.60%
PPAR gamma	+	0.5322	53.22%
Honey bee toxicity	-	0.9185	91.85%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9731	97.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.79%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.55%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.87%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.42%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.37%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	84.60%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.31%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.57%	95.50%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.48%	90.24%
CHEMBL4208	P20618	Proteasome component C5	82.09%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101897905
• LOTUS: LTS0202101
• wikiData: Q77493925