Pteridicacid A

Details

• Internal ID: 7090e0e7-4c51-4b72-a7ec-613e4ec9f414
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
• IUPAC Name: (2E,4E,6S)-6-[(2S,3S,4R,5R,6R,8R,9S)-9-ethyl-4-hydroxy-3,5,8-trimethyl-1,7-dioxaspiro[5.5]undec-10-en-2-yl]hepta-2,4-dienoic acid
• SMILES (Canonical): CCC1C=CC2(C(C(C(C(O2)C(C)C=CC=CC(=O)O)C)O)C)OC1C
• SMILES (Isomeric): CC[C@H]1C=C[C@@]2([C@@H]([C@@H]([C@@H]([C@@H](O2)[C@@H](C)/C=C/C=C/C(=O)O)C)O)C)O[C@@H]1C
• InChI: InChI=1S/C21H32O5/c1-6-17-11-12-21(25-16(17)5)15(4)19(24)14(3)20(26-21)13(2)9-7-8-10-18(22)23/h7-17,19-20,24H,6H2,1-5H3,(H,22,23)/b9-7+,10-8+/t13-,14-,15+,16+,17-,19+,20-,21+/m0/s1
• InChI Key: QBUNWYIRJPTIPL-KJDSHMCHSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₅
• Molecular Weight: 364.50 g/mol
• Exact Mass: 364.22497412 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• Pteridic acid A
• (2E,4E,6S)-6-[(2S,3S,4R,5R,6R,8R,9S)-9-Ethyl-4-hydroxy-3,5,8-trimethyl-1,7-dioxaspiro[5.5]undec-10-en-2-yl]hepta-2,4-dienoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9281	92.81%
Caco-2	-	0.5741	57.41%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6106	61.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8385	83.85%
OATP1B3 inhibitior	+	0.9264	92.64%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6121	61.21%
P-glycoprotein inhibitior	-	0.6369	63.69%
P-glycoprotein substrate	-	0.6209	62.09%
CYP3A4 substrate	+	0.5520	55.20%
CYP2C9 substrate	-	0.7943	79.43%
CYP2D6 substrate	-	0.8968	89.68%
CYP3A4 inhibition	-	0.8483	84.83%
CYP2C9 inhibition	-	0.8840	88.40%
CYP2C19 inhibition	-	0.8654	86.54%
CYP2D6 inhibition	-	0.9647	96.47%
CYP1A2 inhibition	-	0.9344	93.44%
CYP2C8 inhibition	-	0.7554	75.54%
CYP inhibitory promiscuity	-	0.8391	83.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8913	89.13%
Carcinogenicity (trinary)	Non-required	0.5104	51.04%
Eye corrosion	-	0.9738	97.38%
Eye irritation	-	0.9702	97.02%
Skin irritation	-	0.5145	51.45%
Skin corrosion	-	0.9176	91.76%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5157	51.57%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7695	76.95%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7996	79.96%
Acute Oral Toxicity (c)	III	0.6281	62.81%
Estrogen receptor binding	+	0.6708	67.08%
Androgen receptor binding	-	0.5112	51.12%
Thyroid receptor binding	+	0.6922	69.22%
Glucocorticoid receptor binding	+	0.7321	73.21%
Aromatase binding	+	0.6062	60.62%
PPAR gamma	+	0.5278	52.78%
Honey bee toxicity	-	0.8169	81.69%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9113	91.13%

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	95.98%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.86%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.65%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.93%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	90.76%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	90.11%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.49%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.42%	96.47%
CHEMBL2581	P07339	Cathepsin D	83.24%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.04%	93.56%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.99%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.74%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.27%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.21%	96.77%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.29%	96.61%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.09%	90.71%

Plants that contains it

• Artemisia lactiflora
• Attalea phalerata
• Catalpa ovata
• Citrus medica
• Crepidiastrum sonchifolium
• Dipsacus inermis
• Duguetia calycina
• Garcinia pyrifera
• Greenwayodendron oliveri
• Jacaranda mimosifolia
• Ophryosporus floribundus
• Payena lucida
• Phalaris canariensis
• Philotheca spicata
• Plumbagella micrantha
• Pteridium aquilinum
• Quassia indica
• Rivina humilis

Cross-Links

• PubChem: 11013967
• NPASS: NPC2738
• LOTUS: LTS0190660
• wikiData: Q77497018