Haploside A

Details

• Internal ID: 8eee7417-c531-457d-9cfa-8b76e42e7b3e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(3S,4S,6S)-3,4,5-trihydroxy-6-[3,5,8-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2=C(C3=C(C(=C2)O)C(=O)C(=C(O3)C4=CC(=C(C=C4)O)OC)O)O)O)O)O
• SMILES (Isomeric): CC(=O)OCC1[C@H]([C@@H](C([C@@H](O1)OC2=C(C3=C(C(=C2)O)C(=O)C(=C(O3)C4=CC(=C(C=C4)O)OC)O)O)O)O)O
• InChI: InChI=1S/C24H24O14/c1-8(25)35-7-14-16(28)19(31)21(33)24(37-14)36-13-6-11(27)15-18(30)20(32)22(38-23(15)17(13)29)9-3-4-10(26)12(5-9)34-2/h3-6,14,16,19,21,24,26-29,31-33H,7H2,1-2H3/t14?,16-,19+,21?,24-/m1/s1
• InChI Key: JEXCKOGBYYLXKD-QZEDXALLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₄O₁₄
• Molecular Weight: 536.40 g/mol
• Exact Mass: 536.11660544 g/mol
• Topological Polar Surface Area (TPSA): 222.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.04
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

• CHEBI:185709
• LMPK12113213
• [(3S,4S,6S)-3,4,5-trihydroxy-6-[3,5,8-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5620	56.20%
Caco-2	-	0.8958	89.58%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6172	61.72%
OATP2B1 inhibitior	-	0.5646	56.46%
OATP1B1 inhibitior	+	0.8859	88.59%
OATP1B3 inhibitior	+	0.9549	95.49%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5804	58.04%
P-glycoprotein inhibitior	-	0.4502	45.02%
P-glycoprotein substrate	-	0.6285	62.85%
CYP3A4 substrate	+	0.6376	63.76%
CYP2C9 substrate	-	0.8277	82.77%
CYP2D6 substrate	-	0.8720	87.20%
CYP3A4 inhibition	-	0.9158	91.58%
CYP2C9 inhibition	-	0.9167	91.67%
CYP2C19 inhibition	-	0.9382	93.82%
CYP2D6 inhibition	-	0.9402	94.02%
CYP1A2 inhibition	-	0.9203	92.03%
CYP2C8 inhibition	+	0.7647	76.47%
CYP inhibitory promiscuity	-	0.8466	84.66%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7407	74.07%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9068	90.68%
Skin irritation	-	0.8298	82.98%
Skin corrosion	-	0.9522	95.22%
Ames mutagenesis	+	0.5763	57.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7007	70.07%
Micronuclear	+	0.6092	60.92%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9393	93.93%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8664	86.64%
Acute Oral Toxicity (c)	III	0.6737	67.37%
Estrogen receptor binding	+	0.8162	81.62%
Androgen receptor binding	+	0.5972	59.72%
Thyroid receptor binding	-	0.5328	53.28%
Glucocorticoid receptor binding	+	0.6531	65.31%
Aromatase binding	+	0.5951	59.51%
PPAR gamma	+	0.6497	64.97%
Honey bee toxicity	-	0.8031	80.31%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6349	63.49%
Fish aquatic toxicity	+	0.9387	93.87%

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	99.60%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.66%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.56%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.51%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.92%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.48%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.59%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.31%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.24%	85.14%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.27%	95.64%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.71%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	86.65%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.42%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.03%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.48%	92.94%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.72%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.50%	94.33%
CHEMBL3438	Q05513	Protein kinase C zeta	80.32%	88.48%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.13%	96.00%

Plants that contains it

• Haplophyllum acutifolium

Cross-Links

• PubChem: 44260012
• LOTUS: LTS0017007
• wikiData: Q105126486