Phyllanthurinolactone

Details

• Internal ID: bde5f69f-57aa-4412-b4e9-e7dbac2f6177
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (6S,7aR)-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,7a-dihydro-6H-1-benzofuran-2-one
• SMILES (Canonical): C1C(C=CC2=CC(=O)OC21)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): C1[C@@H](C=CC2=CC(=O)O[C@@H]21)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C14H18O8/c15-5-9-11(17)12(18)13(19)14(22-9)20-7-2-1-6-3-10(16)21-8(6)4-7/h1-3,7-9,11-15,17-19H,4-5H2/t7-,8-,9-,11-,12+,13-,14-/m1/s1
• InChI Key: NTDAFPROCLCPBL-ALLBUJQBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₈
• Molecular Weight: 314.29 g/mol
• Exact Mass: 314.10016753 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -2.02
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• AKOS040763326
• 168180-12-9

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7180	71.80%
Caco-2	-	0.8148	81.48%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7389	73.89%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.8704	87.04%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9159	91.59%
P-glycoprotein inhibitior	-	0.9294	92.94%
P-glycoprotein substrate	-	0.9053	90.53%
CYP3A4 substrate	+	0.5487	54.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.9040	90.40%
CYP2C9 inhibition	-	0.8814	88.14%
CYP2C19 inhibition	-	0.8374	83.74%
CYP2D6 inhibition	-	0.8674	86.74%
CYP1A2 inhibition	-	0.8332	83.32%
CYP2C8 inhibition	-	0.8483	84.83%
CYP inhibitory promiscuity	-	0.6586	65.86%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6662	66.62%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.9168	91.68%
Skin irritation	-	0.7658	76.58%
Skin corrosion	-	0.9499	94.99%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4836	48.36%
Micronuclear	-	0.6541	65.41%
Hepatotoxicity	-	0.6946	69.46%
skin sensitisation	-	0.8713	87.13%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6634	66.34%
Acute Oral Toxicity (c)	III	0.3897	38.97%
Estrogen receptor binding	-	0.7282	72.82%
Androgen receptor binding	-	0.6194	61.94%
Thyroid receptor binding	-	0.5710	57.10%
Glucocorticoid receptor binding	+	0.5884	58.84%
Aromatase binding	-	0.5386	53.86%
PPAR gamma	-	0.5471	54.71%
Honey bee toxicity	-	0.8257	82.57%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.6564	65.64%

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	98.16%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.13%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.50%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.93%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.49%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	82.69%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.82%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.73%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.40%	86.33%

Plants that contains it

• Glochidion zeylanicum
• Phyllanthus urinaria

Cross-Links

• PubChem: 10957981
• LOTUS: LTS0036216
• wikiData: Q105185377