Amarogentin

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	c0204ac2-cdce-463b-9311-bafde7ffea65
Taxonomy	Benzenoids > Benzene and substituted derivatives > Biphenyls and derivatives
IUPAC Name	[(2S,3R,4S,5S,6R)-2-[[(3S,4R,4aS)-4-ethenyl-8-oxo-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 2,4-dihydroxy-6-(3-hydroxyphenyl)benzoate
SMILES (Canonical)	C=CC1C2CCOC(=O)C2=COC1OC3C(C(C(C(O3)CO)O)O)OC(=O)C4=C(C=C(C=C4O)O)C5=CC(=CC=C5)O
SMILES (Isomeric)	C=C[C@@H]1[C@@H]2CCOC(=O)C2=CO[C@H]1O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)OC(=O)C4=C(C=C(C=C4O)O)C5=CC(=CC=C5)O
InChI	InChI=1S/C29H30O13/c1-2-16-17-6-7-38-26(36)19(17)12-39-28(16)42-29-25(24(35)23(34)21(11-30)40-29)41-27(37)22-18(9-15(32)10-20(22)33)13-4-3-5-14(31)8-13/h2-5,8-10,12,16-17,21,23-25,28-35H,1,6-7,11H2/t16-,17+,21-,23-,24+,25-,28+,29+/m1/s1
InChI Key	DBOVHQOUSDWAPQ-WTONXPSSSA-N
Popularity	55 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₉H₃₀O₁₃
Molecular Weight	586.50 g/mol
Exact Mass	586.16864101 g/mol
Topological Polar Surface Area (TPSA)	202.00 Å²
XlogP	2.40
Atomic LogP (AlogP)	1.06
H-Bond Acceptor	13
H-Bond Donor	6
Rotatable Bonds	7

Synonyms

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21018-84-8

5L82GT5I0W

[(2S,3R,4S,5S,6R)-2-[[(3S,4R,4aS)-4-ethenyl-8-oxo-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 2,4-dihydroxy-6-(3-hydroxyphenyl)benzoate

sweroside-2'-(3'',5'',3'''-trihydroxydiphenyl)-2''-carboxylic acid ester

(4aR)-5t-ethenyl-6c-[O(2)-(3,5,3'-trihydroxybiphenyl-2-ylcarbonyl)-beta-D-glucopyranosyloxy]-4,4ar,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-1-one

(4aS,5R,6S)-5-ethenyl-1-oxo-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-6-yl- 2-O-[(3,3',5-trihydroxybiphenyl-2-yl)carbonyl]-beta-D-glucopyranoside

AMAROGENTIN [MI]

C09767

UNII-5L82GT5I0W

CHEBI:2622

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	-	0.4645	46.45%
Caco-2	-	0.9123	91.23%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7196	71.96%
OATP2B1 inhibitior	-	0.7079	70.79%
OATP1B1 inhibitior	+	0.8077	80.77%
OATP1B3 inhibitior	+	0.9506	95.06%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6078	60.78%
P-glycoprotein inhibitior	+	0.5938	59.38%
P-glycoprotein substrate	-	0.5297	52.97%
CYP3A4 substrate	+	0.6992	69.92%
CYP2C9 substrate	-	0.6129	61.29%
CYP2D6 substrate	-	0.8656	86.56%
CYP3A4 inhibition	-	0.8842	88.42%
CYP2C9 inhibition	-	0.6727	67.27%
CYP2C19 inhibition	-	0.7393	73.93%
CYP2D6 inhibition	-	0.8756	87.56%
CYP1A2 inhibition	-	0.7478	74.78%
CYP2C8 inhibition	+	0.7701	77.01%
CYP inhibitory promiscuity	-	0.7630	76.30%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6864	68.64%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.8918	89.18%
Skin irritation	-	0.7960	79.60%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5491	54.91%
Micronuclear	-	0.5167	51.67%
Hepatotoxicity	-	0.5351	53.51%
skin sensitisation	-	0.8205	82.05%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6866	68.66%
Acute Oral Toxicity (c)	III	0.4552	45.52%
Estrogen receptor binding	+	0.8294	82.94%
Androgen receptor binding	+	0.7396	73.96%
Thyroid receptor binding	+	0.5486	54.86%
Glucocorticoid receptor binding	+	0.6437	64.37%
Aromatase binding	+	0.5641	56.41%
PPAR gamma	+	0.7551	75.51%
Honey bee toxicity	-	0.7117	71.17%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9645	96.45%

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
CHEMBL2581	P07339	Cathepsin D	98.38%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.08%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.56%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	95.26%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.39%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.16%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.96%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.70%	86.33%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	88.56%	83.57%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.54%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.85%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.52%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.38%	91.24%
CHEMBL340	P08684	Cytochrome P450 3A4	83.64%	91.19%
CHEMBL4530	P00488	Coagulation factor XIII	83.59%	96.00%
CHEMBL220	P22303	Acetylcholinesterase	82.58%	94.45%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.49%	95.83%
CHEMBL3401	O75469	Pregnane X receptor	81.97%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.55%	95.89%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	81.51%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	81.17%	91.49%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	80.87%	97.53%
CHEMBL3194	P02766	Transthyretin	80.64%	90.71%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.29%	97.33%

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.

Calophyllum apetalum

Delphinium oliverianum