Phyllaemblicin D

Details

• Internal ID: 89f15791-ee3d-4919-9a0d-c6e1b12c03e0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2S,3R,3aS,4'S,5'R,6S,7aR)-3,4'-dihydroxy-3-(hydroxymethyl)-5'-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]spiro[3a,4,5,6,7,7a-hexahydro-1-benzofuran-2,2'-oxane]-6-carboxylic acid
• SMILES (Canonical): C1CC2C(CC1C(=O)O)OC3(C2(CO)O)CC(C(CO3)COC4C(C(C(C(O4)CO)O)O)O)O
• SMILES (Isomeric): C1C[C@H]2[C@@H](C[C@H]1C(=O)O)O[C@]3([C@@]2(CO)O)C[C@@H]([C@@H](CO3)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
• InChI: InChI=1S/C21H34O13/c22-5-14-15(25)16(26)17(27)19(33-14)31-6-10-7-32-21(4-12(10)24)20(30,8-23)11-2-1-9(18(28)29)3-13(11)34-21/h9-17,19,22-27,30H,1-8H2,(H,28,29)/t9-,10+,11-,12-,13+,14+,15+,16-,17+,19+,20-,21-/m0/s1
• InChI Key: MKVQPLIMYJILBG-NBSHRHPWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₁₃
• Molecular Weight: 494.50 g/mol
• Exact Mass: 494.19994113 g/mol
• Topological Polar Surface Area (TPSA): 216.00 Ų
• XlogP: -3.60
• Atomic LogP (AlogP): -3.48
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

• (2S,3R,3aS,4'S,5'R,6S,7aR)-3,4'-dihydroxy-3-(hydroxymethyl)-5'-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]spiro[3a,4,5,6,7,7a-hexahydro-1-benzofuran-2,2'-oxane]-6-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6262	62.62%
Caco-2	-	0.8973	89.73%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7708	77.08%
OATP2B1 inhibitior	-	0.7236	72.36%
OATP1B1 inhibitior	+	0.8783	87.83%
OATP1B3 inhibitior	+	0.9579	95.79%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7172	71.72%
P-glycoprotein inhibitior	-	0.7011	70.11%
P-glycoprotein substrate	-	0.6424	64.24%
CYP3A4 substrate	+	0.6847	68.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8658	86.58%
CYP3A4 inhibition	-	0.9582	95.82%
CYP2C9 inhibition	-	0.9347	93.47%
CYP2C19 inhibition	-	0.8534	85.34%
CYP2D6 inhibition	-	0.9191	91.91%
CYP1A2 inhibition	-	0.9285	92.85%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9642	96.42%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6257	62.57%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9269	92.69%
Skin irritation	-	0.8073	80.73%
Skin corrosion	-	0.9533	95.33%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7229	72.29%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7342	73.42%
skin sensitisation	-	0.9220	92.20%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7379	73.79%
Acute Oral Toxicity (c)	III	0.3759	37.59%
Estrogen receptor binding	+	0.7085	70.85%
Androgen receptor binding	+	0.6601	66.01%
Thyroid receptor binding	+	0.5436	54.36%
Glucocorticoid receptor binding	-	0.4734	47.34%
Aromatase binding	+	0.7048	70.48%
PPAR gamma	+	0.5951	59.51%
Honey bee toxicity	-	0.6768	67.68%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	-	0.5976	59.76%

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	98.08%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.67%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.50%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.72%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.13%	85.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.91%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.40%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	89.35%	92.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.10%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.08%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.18%	95.89%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	86.80%	92.32%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.30%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.28%	93.04%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.21%	95.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.78%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.87%	96.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.42%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.35%	91.19%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.06%	94.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.64%	89.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.33%	94.33%
CHEMBL221	P23219	Cyclooxygenase-1	80.17%	90.17%

Plants that contains it

• Phyllanthus emblica

Cross-Links

• PubChem: 11049298
• NPASS: NPC105334