Tanzawaic acid C

Details

• Internal ID: 1fca33cf-cfc1-4187-ba88-1eb0de8b2bb5
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
• IUPAC Name: (2E,4E)-5-[(1R,2S,4aR,6S,8R,8aS)-1-hydroxy-2,6,8-trimethyl-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]penta-2,4-dienoic acid
• SMILES (Canonical): CC1CC(C2C(C1)C=CC(C2(C=CC=CC(=O)O)O)C)C
• SMILES (Isomeric): C[C@H]1C[C@H]([C@H]2[C@H](C1)C=C[C@@H]([C@@]2(/C=C/C=C/C(=O)O)O)C)C
• InChI: InChI=1S/C18H26O3/c1-12-10-13(2)17-15(11-12)8-7-14(3)18(17,21)9-5-4-6-16(19)20/h4-9,12-15,17,21H,10-11H2,1-3H3,(H,19,20)/b6-4+,9-5+/t12-,13+,14-,15-,17-,18+/m0/s1
• InChI Key: VNXMOWMLDLTMSQ-BKELEDOOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₃
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.18819469 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	+	0.6657	66.57%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6913	69.13%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.9320	93.20%
OATP1B3 inhibitior	+	0.9647	96.47%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6700	67.00%
P-glycoprotein inhibitior	-	0.8820	88.20%
P-glycoprotein substrate	-	0.7778	77.78%
CYP3A4 substrate	+	0.5618	56.18%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.9134	91.34%
CYP3A4 inhibition	-	0.8553	85.53%
CYP2C9 inhibition	-	0.8271	82.71%
CYP2C19 inhibition	-	0.8989	89.89%
CYP2D6 inhibition	-	0.9482	94.82%
CYP1A2 inhibition	-	0.8076	80.76%
CYP2C8 inhibition	-	0.8472	84.72%
CYP inhibitory promiscuity	-	0.8381	83.81%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8839	88.39%
Carcinogenicity (trinary)	Non-required	0.5077	50.77%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9561	95.61%
Skin irritation	+	0.5291	52.91%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5127	51.27%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5929	59.29%
skin sensitisation	-	0.5280	52.80%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5554	55.54%
Nephrotoxicity	-	0.5780	57.80%
Acute Oral Toxicity (c)	III	0.7039	70.39%
Estrogen receptor binding	+	0.7196	71.96%
Androgen receptor binding	+	0.6462	64.62%
Thyroid receptor binding	-	0.5068	50.68%
Glucocorticoid receptor binding	-	0.5055	50.55%
Aromatase binding	+	0.5667	56.67%
PPAR gamma	-	0.5303	53.03%
Honey bee toxicity	-	0.7918	79.18%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9893	98.93%

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	94.41%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.19%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.91%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	84.79%	91.19%
CHEMBL4040	P28482	MAP kinase ERK2	84.03%	83.82%
CHEMBL206	P03372	Estrogen receptor alpha	82.98%	97.64%
CHEMBL230	P35354	Cyclooxygenase-2	81.71%	89.63%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.60%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.42%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.27%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	80.10%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102331594
• LOTUS: LTS0267949
• wikiData: Q105290020