Javanic Acid A

Details

• Internal ID: 5acf450a-d867-4b22-8018-4a5bfe2184ec
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: (2S)-2-[(1R,2S,3R,6R,8S,9S,10R,11R,12S,13S)-9-(carboxymethyl)-11,12-dihydroxy-13-methoxycarbonyl-9-methyl-3-(3-methylbut-2-enoyloxy)-4-oxo-5,14-dioxatetracyclo[8.5.0.01,6.02,13]pentadecan-8-yl]propanoic acid
• SMILES (Canonical): CC(C1CC2C34COC(C3C(C(=O)O2)OC(=O)C=C(C)C)(C(C(C4C1(C)CC(=O)O)O)O)C(=O)OC)C(=O)O
• SMILES (Isomeric): C[C@@H]([C@@H]1C[C@@H]2[C@@]34CO[C@@]([C@@H]3[C@H](C(=O)O2)OC(=O)C=C(C)C)([C@H]([C@@H]([C@@H]4[C@@]1(C)CC(=O)O)O)O)C(=O)OC)C(=O)O
• InChI: InChI=1S/C26H34O13/c1-10(2)6-15(29)39-17-19-25-9-37-26(19,23(35)36-5)20(31)16(30)18(25)24(4,8-14(27)28)12(11(3)21(32)33)7-13(25)38-22(17)34/h6,11-13,16-20,30-31H,7-9H2,1-5H3,(H,27,28)(H,32,33)/t11-,12-,13+,16+,17+,18+,19+,20-,24-,25+,26-/m0/s1
• InChI Key: FZYYYNQHRMDDMP-CBZVXNEVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₄O₁₃
• Molecular Weight: 554.50 g/mol
• Exact Mass: 554.19994113 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): -0.09
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

• CHEMBL2037035

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9337	93.37%
Caco-2	-	0.8091	80.91%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7836	78.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8294	82.94%
OATP1B3 inhibitior	+	0.9531	95.31%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9213	92.13%
P-glycoprotein inhibitior	+	0.6781	67.81%
P-glycoprotein substrate	+	0.8386	83.86%
CYP3A4 substrate	+	0.6734	67.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8960	89.60%
CYP3A4 inhibition	-	0.7315	73.15%
CYP2C9 inhibition	-	0.8366	83.66%
CYP2C19 inhibition	-	0.8746	87.46%
CYP2D6 inhibition	-	0.9377	93.77%
CYP1A2 inhibition	-	0.8650	86.50%
CYP2C8 inhibition	-	0.5717	57.17%
CYP inhibitory promiscuity	-	0.9282	92.82%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5124	51.24%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9094	90.94%
Skin irritation	-	0.5717	57.17%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4783	47.83%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8459	84.59%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.4604	46.04%
Acute Oral Toxicity (c)	I	0.6339	63.39%
Estrogen receptor binding	+	0.7674	76.74%
Androgen receptor binding	+	0.6650	66.50%
Thyroid receptor binding	-	0.5222	52.22%
Glucocorticoid receptor binding	+	0.7343	73.43%
Aromatase binding	+	0.7086	70.86%
PPAR gamma	+	0.6457	64.57%
Honey bee toxicity	-	0.6203	62.03%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9829	98.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.76%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.52%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.40%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.98%	98.95%
CHEMBL299	P17252	Protein kinase C alpha	96.84%	98.03%
CHEMBL221	P23219	Cyclooxygenase-1	96.55%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.09%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.18%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.82%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	93.61%	97.79%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	93.23%	89.34%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	92.76%	91.07%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.17%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.56%	96.38%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.51%	96.47%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	90.11%	95.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.54%	96.77%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.72%	89.50%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	87.32%	97.47%
CHEMBL3776	Q14790	Caspase-8	86.48%	97.06%
CHEMBL340	P08684	Cytochrome P450 3A4	85.98%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.92%	95.56%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.45%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.24%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.66%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.58%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.84%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.60%	99.23%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	82.56%	80.00%
CHEMBL5957	P21589	5'-nucleotidase	81.94%	97.78%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.64%	97.28%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.16%	92.88%
CHEMBL5028	O14672	ADAM10	81.14%	97.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.01%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.01%	97.09%

Plants that contains it

• Asplenium normale
• Brucea javanica
• Carpobrotus edulis
• Castanea crenata
• Centrolobium tomentosum
• Ceratophyllum submersum
• Dracocephalum kotschyi
• Lippia carviodora
• Myrica nana
• Psilostrophe cooperi
• Sideritis tragoriganum
• Solanum jamaicense
• Trifolium alexandrinum

Cross-Links

• PubChem: 70694422
• NPASS: NPC197944