Javanicoside I

Details

• Internal ID: 81179741-ca72-4692-98dd-13f3b269b68b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: methyl (1R,2S,3R,6R,8S,9S,13S,14S,15R,16S,17S)-15,16-dihydroxy-9,13-dimethyl-3-(3-methylbut-2-enoyloxy)-4,12-dioxo-11-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-10-ene-17-carboxylate
• SMILES (Canonical): CC1C=C(C(=O)C2(C1CC3C45C2C(C(C(C4C(C(=O)O3)OC(=O)C=C(C)C)(OC5)C(=O)OC)O)O)C)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): C[C@@H]1C=C(C(=O)[C@]2([C@H]1C[C@@H]3[C@]45[C@@H]2[C@H]([C@@H]([C@]([C@@H]4[C@H](C(=O)O3)OC(=O)C=C(C)C)(OC5)C(=O)OC)O)O)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C32H42O16/c1-11(2)6-17(34)48-22-24-31-10-44-32(24,29(42)43-5)26(40)21(38)23(31)30(4)13(8-16(31)47-27(22)41)12(3)7-14(25(30)39)45-28-20(37)19(36)18(35)15(9-33)46-28/h6-7,12-13,15-16,18-24,26,28,33,35-38,40H,8-10H2,1-5H3/t12-,13+,15-,16-,18-,19+,20-,21-,22-,23-,24-,26+,28-,30+,31-,32+/m1/s1
• InChI Key: MCEDXDRMVVMREW-FCODWIRGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₂O₁₆
• Molecular Weight: 682.70 g/mol
• Exact Mass: 682.24728525 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -2.37
• H-Bond Acceptor: 16
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7012	70.12%
Caco-2	-	0.8680	86.80%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7392	73.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8227	82.27%
OATP1B3 inhibitior	+	0.9346	93.46%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8188	81.88%
P-glycoprotein inhibitior	+	0.7021	70.21%
P-glycoprotein substrate	+	0.7842	78.42%
CYP3A4 substrate	+	0.7119	71.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8894	88.94%
CYP3A4 inhibition	-	0.8951	89.51%
CYP2C9 inhibition	-	0.8400	84.00%
CYP2C19 inhibition	-	0.8450	84.50%
CYP2D6 inhibition	-	0.9304	93.04%
CYP1A2 inhibition	-	0.8917	89.17%
CYP2C8 inhibition	+	0.6305	63.05%
CYP inhibitory promiscuity	-	0.8718	87.18%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5995	59.95%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9156	91.56%
Skin irritation	-	0.7143	71.43%
Skin corrosion	-	0.9347	93.47%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6759	67.59%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5499	54.99%
skin sensitisation	-	0.8488	84.88%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4814	48.14%
Acute Oral Toxicity (c)	III	0.5883	58.83%
Estrogen receptor binding	+	0.7849	78.49%
Androgen receptor binding	+	0.6997	69.97%
Thyroid receptor binding	-	0.5473	54.73%
Glucocorticoid receptor binding	+	0.6828	68.28%
Aromatase binding	+	0.6684	66.84%
PPAR gamma	+	0.7483	74.83%
Honey bee toxicity	-	0.5734	57.34%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9128	91.28%

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	99.34%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.37%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.10%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.53%	96.00%
CHEMBL4072	P07858	Cathepsin B	95.76%	93.67%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.63%	89.34%
CHEMBL2581	P07339	Cathepsin D	93.71%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.57%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.04%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.61%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.37%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	88.54%	83.82%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.69%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.22%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.62%	91.07%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.95%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.86%	94.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.80%	91.24%
CHEMBL2996	Q05655	Protein kinase C delta	84.27%	97.79%
CHEMBL3401	O75469	Pregnane X receptor	83.26%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.84%	96.95%
CHEMBL5028	O14672	ADAM10	82.10%	97.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.28%	97.28%

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: 11445340
• NPASS: NPC29620
• LOTUS: LTS0080770
• wikiData: Q105161130