Amidepsine H

Details

• Internal ID: e5d98993-6aea-4ab7-90f7-1cebe47d9df7
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: (2S)-2-[[4-[2-[(2S,3R,4S,5S,6R)-3-acetyloxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-(2,4-dimethoxy-6-methylbenzoyl)oxy-6-methylbenzoyl]oxy-2-hydroxy-6-methylbenzoyl]amino]propanoic acid
• SMILES (Canonical): CC1=CC(=CC(=C1C(=O)NC(C)C(=O)O)O)OC(=O)C2=C(C=C(C=C2C)OC(=O)C3=C(C=C(C=C3C)OC)OC)OC4C(C(C(C(O4)CO)O)O)OC(=O)C
• SMILES (Isomeric): CC1=CC(=CC(=C1C(=O)N[C@@H](C)C(=O)O)O)OC(=O)C2=C(C=C(C=C2C)OC(=O)C3=C(C=C(C=C3C)OC)OC)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)OC(=O)C
• InChI: InChI=1S/C37H41NO17/c1-15-9-21(11-23(41)27(15)33(44)38-18(4)34(45)46)52-36(48)29-17(3)10-22(53-35(47)28-16(2)8-20(49-6)12-24(28)50-7)13-25(29)54-37-32(51-19(5)40)31(43)30(42)26(14-39)55-37/h8-13,18,26,30-32,37,39,41-43H,14H2,1-7H3,(H,38,44)(H,45,46)/t18-,26+,30+,31-,32+,37+/m0/s1
• InChI Key: JBSTZXRMJYWRCO-UAFDTWFTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₁NO₁₇
• Molecular Weight: 771.70 g/mol
• Exact Mass: 771.23744884 g/mol
• Topological Polar Surface Area (TPSA): 263.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 16
• H-Bond Donor: 6
• Rotatable Bonds: 13

Synonyms

• (2S)-2-[[4-[2-[(2S,3R,4S,5S,6R)-3-acetyloxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-(2,4-dimethoxy-6-methylbenzoyl)oxy-6-methylbenzoyl]oxy-2-hydroxy-6-methylbenzoyl]amino]propanoic acid
• (2S)-2-(((4-(2-(((2S,3R,4S,5S,6R)-3-(acetyloxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy)-4-(2,4-dimethoxy-6-methylbenzoyloxy)-6-methylbenzoyloxy)-2-hydroxy-6-methylphenyl)(hydroxy)methylidene)amino)propanoate
• (2S)-2-((4-(2-((2S,3R,4S,5S,6R)-3-acetyloxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-4-(2,4-dimethoxy-6-methylbenzoyl)oxy-6-methylbenzoyl)oxy-2-hydroxy-6-methylbenzoyl)amino)propanoic acid
• (2S)-2-({[4-(2-{[(2S,3R,4S,5S,6R)-3-(acetyloxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-(2,4-dimethoxy-6-methylbenzoyloxy)-6-methylbenzoyloxy)-2-hydroxy-6-methylphenyl](hydroxy)methylidene}amino)propanoate
• RefChem:111960
• CHEBI:205538

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9184	91.84%
Caco-2	-	0.8622	86.22%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5632	56.32%
OATP2B1 inhibitior	-	0.5561	55.61%
OATP1B1 inhibitior	+	0.8532	85.32%
OATP1B3 inhibitior	+	0.9304	93.04%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9195	91.95%
P-glycoprotein inhibitior	+	0.7681	76.81%
P-glycoprotein substrate	+	0.5099	50.99%
CYP3A4 substrate	+	0.6519	65.19%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8711	87.11%
CYP3A4 inhibition	-	0.8211	82.11%
CYP2C9 inhibition	-	0.8466	84.66%
CYP2C19 inhibition	-	0.8921	89.21%
CYP2D6 inhibition	-	0.9139	91.39%
CYP1A2 inhibition	-	0.8777	87.77%
CYP2C8 inhibition	+	0.4881	48.81%
CYP inhibitory promiscuity	-	0.8110	81.10%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6920	69.20%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9103	91.03%
Skin irritation	-	0.8654	86.54%
Skin corrosion	-	0.9625	96.25%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7452	74.52%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.6550	65.50%
skin sensitisation	-	0.9120	91.20%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8272	82.72%
Acute Oral Toxicity (c)	III	0.7578	75.78%
Estrogen receptor binding	+	0.7862	78.62%
Androgen receptor binding	+	0.5779	57.79%
Thyroid receptor binding	+	0.5855	58.55%
Glucocorticoid receptor binding	+	0.7631	76.31%
Aromatase binding	+	0.6272	62.72%
PPAR gamma	+	0.7613	76.13%
Honey bee toxicity	-	0.6645	66.45%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.5580	55.80%

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	97.82%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.52%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.21%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.39%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.93%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.15%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.12%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	91.47%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.26%	95.89%
CHEMBL2581	P07339	Cathepsin D	91.13%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.28%	95.56%
CHEMBL4208	P20618	Proteasome component C5	88.98%	90.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.40%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.24%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.15%	94.00%
CHEMBL4040	P28482	MAP kinase ERK2	85.82%	83.82%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.94%	81.11%
CHEMBL340	P08684	Cytochrome P450 3A4	84.73%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.91%	89.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.62%	89.50%
CHEMBL5255	O00206	Toll-like receptor 4	81.19%	92.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.74%	93.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.21%	94.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44818801
• LOTUS: LTS0010103
• wikiData: Q77425112