Rhodotorulic acid

Details

• Internal ID: c5310ff7-e91b-4e59-b356-5573826761cc
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: N-[3-[(2S,5S)-5-[3-[acetyl(hydroxy)amino]propyl]-3,6-dioxopiperazin-2-yl]propyl]-N-hydroxyacetamide
• SMILES (Canonical): CC(=O)N(CCCC1C(=O)NC(C(=O)N1)CCCN(C(=O)C)O)O
• SMILES (Isomeric): CC(=O)N(CCC[C@H]1C(=O)N[C@H](C(=O)N1)CCCN(C(=O)C)O)O
• InChI: InChI=1S/C14H24N4O6/c1-9(19)17(23)7-3-5-11-13(21)16-12(14(22)15-11)6-4-8-18(24)10(2)20/h11-12,23-24H,3-8H2,1-2H3,(H,15,22)(H,16,21)/t11-,12-/m0/s1
• InChI Key: PUWVNTVQJFSBDH-RYUDHWBXSA-N
• Popularity: 40 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₄N₄O₆
• Molecular Weight: 344.36 g/mol
• Exact Mass: 344.16958450 g/mol
• Topological Polar Surface Area (TPSA): 139.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -0.99
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

• 18928-00-2
• 61F3VBQ4G5
• DTXSID20940439
• CHEBI:84731
• NSC-143096
• Acetamide, N,N'-(((2S,5S)-3,6-dioxo-2,5-piperazinediyl)di-3,1-propanediyl)bis(N-hydroxy-
• Acetamide, N,N'-[[(2S,5S)-3,6-dioxo-2,5-piperazinediyl]di-3,1-propanediyl]bis[N-hydroxy-
• RefChem:179310
• DTXCID601767100
• 242-681-9
• N-(3-((2S,5S)-5-(3-(acetyl(hydroxy)amino)propyl)-3,6-dioxopiperazin-2-yl)propyl)-N-hydroxyacetamide
• RHODOTORULICACID
• UNII-61F3VBQ4G5
• PUWVNTVQJFSBDH-RYUDHWBXSA-N
• EINECS 242-681-9
• NSC 143096
• BRN 0965705
• 5-25-17-00340 (Beilstein Handbook Reference)
• CHEMBL114350
• (2S-cis)-N,N'-((3,6-Dioxopiperazine-2,5-diyl)di-3,1-propanediyl)bis(N-hydroxyacetamide)
• (2S-cis)-N,N'-((3,6-Dioxo-2,5-piperazinediyl)di-3,1-propanediyl)bis(N-hydroxyacetamide)
• Acetohydroxamic acid, N,N'-((3,6-dioxo-2,5-piperazinediyl)bis(trimethylene)di-, L-
• Acetamide, N,N'-((3,6-dioxo-2,5-piperazinediyl)di-3,1-propanediyl)bis(N-hydroxy-, (2S-cis)-
• N,N'-{[(2S,5S)-3,6-Dioxopiperazine-2,5-diyl]di(propane-3,1-diyl)}bis(N-hydroxyacetamide)
• N,N'-{[(2S,5S)-3,6-dioxopiperazine-2,5-diyl]dipropane-3,1-diyl}bis(N-hydroxyacetamide)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8142	81.42%
Caco-2	-	0.7797	77.97%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7204	72.04%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.9183	91.83%
OATP1B3 inhibitior	+	0.9384	93.84%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9037	90.37%
BSEP inhibitior	-	0.8288	82.88%
P-glycoprotein inhibitior	-	0.8185	81.85%
P-glycoprotein substrate	-	0.7099	70.99%
CYP3A4 substrate	-	0.5355	53.55%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	-	0.8598	85.98%
CYP3A4 inhibition	-	0.9453	94.53%
CYP2C9 inhibition	-	0.8666	86.66%
CYP2C19 inhibition	-	0.8584	85.84%
CYP2D6 inhibition	-	0.9195	91.95%
CYP1A2 inhibition	-	0.9268	92.68%
CYP2C8 inhibition	-	0.9721	97.21%
CYP inhibitory promiscuity	-	0.9944	99.44%
UGT catelyzed	+	0.7362	73.62%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.4948	49.48%
Eye corrosion	-	0.9822	98.22%
Eye irritation	-	0.9261	92.61%
Skin irritation	-	0.7495	74.95%
Skin corrosion	-	0.9211	92.11%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7500	75.00%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.5760	57.60%
skin sensitisation	-	0.8546	85.46%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.5891	58.91%
Acute Oral Toxicity (c)	III	0.6159	61.59%
Estrogen receptor binding	+	0.6110	61.10%
Androgen receptor binding	+	0.5397	53.97%
Thyroid receptor binding	-	0.5497	54.97%
Glucocorticoid receptor binding	-	0.6590	65.90%
Aromatase binding	-	0.5121	51.21%
PPAR gamma	-	0.5662	56.62%
Honey bee toxicity	-	0.9657	96.57%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	-	0.9095	90.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.94%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.76%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.87%	90.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.98%	91.11%
CHEMBL255	P29275	Adenosine A2b receptor	86.07%	98.59%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.57%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.04%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 688571
• LOTUS: LTS0128291
• wikiData: Q7321233