Ambocin

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	24dcfe15-4b18-4a47-a07d-a85c29521a32
Taxonomy	Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
IUPAC Name	7-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-3-(4-hydroxyphenyl)chromen-4-one
SMILES (Canonical)	C1C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC=C(C4=O)C5=CC=C(C=C5)O)O)O)O)O)O)(CO)O
SMILES (Isomeric)	C1[C@@]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=C3)OC=C(C4=O)C5=CC=C(C=C5)O)O)O)O)O)O)(CO)O
InChI	InChI=1S/C26H28O14/c27-9-26(35)10-38-25(23(26)34)37-8-17-20(31)21(32)22(33)24(40-17)39-13-5-15(29)18-16(6-13)36-7-14(19(18)30)11-1-3-12(28)4-2-11/h1-7,17,20-25,27-29,31-35H,8-10H2/t17-,20-,21+,22-,23+,24-,25-,26-/m1/s1
InChI Key	UXJMURXRQMFKJC-JEQMPJCPSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₆H₂₈O₁₄
Molecular Weight	564.50 g/mol
Exact Mass	564.14790556 g/mol
Topological Polar Surface Area (TPSA)	225.00 Å²
XlogP	-0.90
Atomic LogP (AlogP)	-1.49
H-Bond Acceptor	14
H-Bond Donor	8
Rotatable Bonds	7

Synonyms

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108044-05-9

(-)-Ambocin

Genistein 7-O-apiosyl-(1->6)-glucoside

7-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-3-(4-hydroxyphenyl)chromen-4-one

DTXSID70910607

CHEBI:184588

LMPK12050175

AKOS040761347

Genistein-7-O-apiosyl-(1,6)-glucoside

4H-1-Benzopyran-4-one, 7-((6-O-D-apio-beta-D-furanosyl-beta-D-glucopyranosyl)oxy)-5-hydroxy-3-(4-hydroxyphenyl)-

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6622	66.22%
Caco-2	-	0.9195	91.95%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6721	67.21%
OATP2B1 inhibitior	-	0.5635	56.35%
OATP1B1 inhibitior	+	0.9346	93.46%
OATP1B3 inhibitior	+	0.9368	93.68%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7545	75.45%
P-glycoprotein inhibitior	-	0.5599	55.99%
P-glycoprotein substrate	-	0.6510	65.10%
CYP3A4 substrate	+	0.6742	67.42%
CYP2C9 substrate	-	0.8271	82.71%
CYP2D6 substrate	-	0.8606	86.06%
CYP3A4 inhibition	-	0.8530	85.30%
CYP2C9 inhibition	-	0.9230	92.30%
CYP2C19 inhibition	-	0.8294	82.94%
CYP2D6 inhibition	-	0.9000	90.00%
CYP1A2 inhibition	-	0.9163	91.63%
CYP2C8 inhibition	+	0.7377	73.77%
CYP inhibitory promiscuity	-	0.8529	85.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5862	58.62%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9184	91.84%
Skin irritation	-	0.8146	81.46%
Skin corrosion	-	0.9568	95.68%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3721	37.21%
Micronuclear	+	0.5774	57.74%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8779	87.79%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.4899	48.99%
Acute Oral Toxicity (c)	III	0.5035	50.35%
Estrogen receptor binding	+	0.7878	78.78%
Androgen receptor binding	+	0.6667	66.67%
Thyroid receptor binding	+	0.5238	52.38%
Glucocorticoid receptor binding	-	0.4918	49.18%
Aromatase binding	+	0.6956	69.56%
PPAR gamma	+	0.7675	76.75%
Honey bee toxicity	-	0.7297	72.97%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.8637	86.37%

Targets

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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	99.62%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.89%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.56%	89.00%
CHEMBL2581	P07339	Cathepsin D	96.46%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.92%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.68%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.23%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.73%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.54%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.78%	86.33%
CHEMBL242	Q92731	Estrogen receptor beta	90.39%	98.35%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.03%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.49%	95.83%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.38%	94.45%
CHEMBL3922	P50579	Methionine aminopeptidase 2	87.13%	97.28%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	86.16%	95.53%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.74%	99.23%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.62%	95.78%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.62%	91.71%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	83.03%	96.69%
CHEMBL4302	P08183	P-glycoprotein 1	82.23%	92.98%
CHEMBL1937	Q92769	Histone deacetylase 2	82.20%	94.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.07%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.03%	95.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.84%	90.71%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.47%	80.33%
CHEMBL4208	P20618	Proteasome component C5	80.42%	90.00%

Plants that contains it

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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.

Achillea pseudopectinata

Aglaia australiensis

Allagopappus viscosissimus

Astragalus pterocephalus

Astragalus spinosus

Atuna excelsa subsp. racemosa