Malonylapiin

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	f44cb253-eb66-4607-bf49-a4e62eeace7d
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name	3-[[(2R,3S,4S,5R,6S)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,4-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]-3-oxopropanoic acid
SMILES (Canonical)	C1C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)COC(=O)CC(=O)O)O)O)O)(CO)O
SMILES (Isomeric)	C1[C@@]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)COC(=O)CC(=O)O)O)O)O)(CO)O
InChI	InChI=1S/C29H30O17/c30-10-29(40)11-42-28(26(29)39)46-25-24(38)23(37)19(9-41-21(36)8-20(34)35)45-27(25)43-14-5-15(32)22-16(33)7-17(44-18(22)6-14)12-1-3-13(31)4-2-12/h1-7,19,23-28,30-32,37-40H,8-11H2,(H,34,35)/t19-,23-,24+,25-,26+,27-,28+,29-/m1/s1
InChI Key	JNAHTYWPEQLJRT-CQRLEKJLSA-N
Popularity	3 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₂₉H₃₀O₁₇
Molecular Weight	650.50 g/mol
Exact Mass	650.14829948 g/mol
Topological Polar Surface Area (TPSA)	268.00 Å²
XlogP	-0.60
Atomic LogP (AlogP)	-1.46
H-Bond Acceptor	16
H-Bond Donor	8
Rotatable Bonds	10

Synonyms

Top

C05622

7-O-[beta-D-apiosyl-(1->2)-(6-malonyl-beta-D-glucoside)]

6''-Malonylapiin

AC1NQXM8

CHEBI:6664

3-[[(2R,3S,4S,5R,6S)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,4-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]-3-oxopropanoic acid

Q27107294

Apigenin 7-O-[beta-D-apiosyl-(1->2)-(6-malonyl-beta-D-glucoside)]

3-[[(2R,3S,4S,5R,6S)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl]oxy-3,4-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-7-yl]oxy-tetrahydropyran-2-yl]methoxy]-3-oxo-propanoic acid

5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 6-O-(carboxyacetyl)-2-O-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]-beta-D-glucopyranoside

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4604	46.04%
Caco-2	-	0.9047	90.47%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6537	65.37%
OATP2B1 inhibitior	-	0.7075	70.75%
OATP1B1 inhibitior	+	0.9198	91.98%
OATP1B3 inhibitior	+	0.9654	96.54%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8466	84.66%
P-glycoprotein inhibitior	+	0.6118	61.18%
P-glycoprotein substrate	+	0.5323	53.23%
CYP3A4 substrate	+	0.6874	68.74%
CYP2C9 substrate	-	0.6163	61.63%
CYP2D6 substrate	-	0.8706	87.06%
CYP3A4 inhibition	-	0.8388	83.88%
CYP2C9 inhibition	-	0.9233	92.33%
CYP2C19 inhibition	-	0.8624	86.24%
CYP2D6 inhibition	-	0.9192	91.92%
CYP1A2 inhibition	-	0.9244	92.44%
CYP2C8 inhibition	+	0.7618	76.18%
CYP inhibitory promiscuity	-	0.8837	88.37%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5247	52.47%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9060	90.60%
Skin irritation	-	0.8145	81.45%
Skin corrosion	-	0.9475	94.75%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6799	67.99%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8937	89.37%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.9013	90.13%
Acute Oral Toxicity (c)	III	0.5334	53.34%
Estrogen receptor binding	+	0.8421	84.21%
Androgen receptor binding	+	0.6924	69.24%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5781	57.81%
Aromatase binding	+	0.6994	69.94%
PPAR gamma	+	0.7393	73.93%
Honey bee toxicity	-	0.7135	71.35%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6750	67.50%
Fish aquatic toxicity	+	0.8988	89.88%

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	99.75%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.78%	89.00%
CHEMBL220	P22303	Acetylcholinesterase	95.58%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.37%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.84%	99.15%
CHEMBL226	P30542	Adenosine A1 receptor	94.50%	95.93%
CHEMBL2581	P07339	Cathepsin D	94.12%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.09%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.76%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.21%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.91%	86.92%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	88.77%	95.83%
CHEMBL340	P08684	Cytochrome P450 3A4	88.47%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.00%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.79%	94.33%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	87.31%	89.23%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.17%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.96%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.08%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	85.24%	92.50%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	85.20%	80.33%
CHEMBL1951	P21397	Monoamine oxidase A	84.93%	91.49%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.18%	83.57%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.69%	97.28%
CHEMBL4530	P00488	Coagulation factor XIII	80.61%	96.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.54%	97.53%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.31%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.05%	99.17%

Plants that contains it

Top

Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Corynanthe pachyceras