Lavendustin c

Details

• Internal ID: c839fa67-03e8-4d28-a636-aeacee92d053
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylmethylamines > Phenylbenzamines
• IUPAC Name: 5-[(2,5-dihydroxyphenyl)methylamino]-2-hydroxybenzoic acid
• SMILES (Canonical): C1=CC(=C(C=C1NCC2=C(C=CC(=C2)O)O)C(=O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1NCC2=C(C=CC(=C2)O)O)C(=O)O)O
• InChI: InChI=1S/C14H13NO5/c16-10-2-4-12(17)8(5-10)7-15-9-1-3-13(18)11(6-9)14(19)20/h1-6,15-18H,7H2,(H,19,20)
• InChI Key: LULATDWLDJOKCX-UHFFFAOYSA-N
• Popularity: 24 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₃NO₅
• Molecular Weight: 275.26 g/mol
• Exact Mass: 275.07937252 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.11
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

• 125697-93-0
• HDBA
• 5-((2,5-Dihydroxybenzyl)amino)-2-hydroxybenzoic acid
• 5-(2,5-Dihydroxybenzylamino)-2-hydroxybenzoic acid
• NSC 666251
• C14H13NO5
• HJM06BIW5M
• CHEMBL319620
• 2-Hydroxy-5-(2,5-dihydrobenzyl)aminobenzoic acid
• NSC666251
• NSC-666251
• Benzoic acid, 5-[[(2,5-dihydroxyphenyl)methyl]amino]-2-hydroxy-
• 5-(((2,5-Dihydroxyphenyl)methyl)amino)-2-hydroxybenzoic acid
• 5-[[(2,5-dihydroxyphenyl)methyl]amino]-2-hydroxy-benzoic acid
• Benzoic acid, 5-(((2,5-dihydroxyphenyl)methyl)amino)-2-hydroxy-
• UNII-HJM06BIW5M
• 5-[[(2,5-Dihydroxyphenyl)methyl]amino]-2-hydroxybenzoic acid
• MFCD00153955
• 2-HYDROXY-5-(2,5-DIHYDROXYBENZYLAMINO)BENZOIC ACID
• Lavendustin C (HDBA)
• BiomolKI_000039
• BiomolKI2_000047
• BMK1-E3
• 2-Hydroxy-5-(2,5-dihydrobenzyl) aminobenzoic acid
• SCHEMBL1821516
• CHEBI:94752
• Lavendustin C, >=97%, solid
• DTXSID60154856
• LULATDWLDJOKCX-UHFFFAOYSA-N
• 5-[(2,5-dihydroxyphenyl)methylamino]-2-hydroxybenzoic acid
• BCP20731
• BDBM50038199
• HB0376
• HSCI1_000196
• AKOS027320372
• CCG-100643
• CS-W014573
• HY-W013857
• SB81966
• NCGC00163380-01
• NCI60_023006
• FT-0619570
• N17044
• 5-(N-2'',5''-dihydroxybenzyl)aminosalicylic acid
• J-005266
• 5-((2,5-Dihydroxybenzyl)amino)-2-hydroxybenzoicacid
• 5-(2,5-Dihydroxy-benzylamino)-2-hydroxy-benzoic acid
• 5-(N-2,5-DIHYDROXYBENZYL)AMINOSALICYLIC ACID
• BRD-K80725632-001-02-2
• Q27166541
• 5-[(2,5-dihydroxyphenyl)methylamino]-2-hydroxy-benzoic acid
• 5-(2,5-dihydroxybenzylamino)-2-hydroxybenzoic acid; Lavendustin C

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8026	80.26%
Caco-2	+	0.5823	58.23%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4870	48.70%
OATP2B1 inhibitior	-	0.5711	57.11%
OATP1B1 inhibitior	+	0.9383	93.83%
OATP1B3 inhibitior	+	0.9326	93.26%
MATE1 inhibitior	-	0.5600	56.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8269	82.69%
P-glycoprotein inhibitior	-	0.9653	96.53%
P-glycoprotein substrate	-	0.9207	92.07%
CYP3A4 substrate	-	0.7015	70.15%
CYP2C9 substrate	-	0.6506	65.06%
CYP2D6 substrate	-	0.8493	84.93%
CYP3A4 inhibition	-	0.9107	91.07%
CYP2C9 inhibition	-	0.8557	85.57%
CYP2C19 inhibition	-	0.7987	79.87%
CYP2D6 inhibition	-	0.8492	84.92%
CYP1A2 inhibition	-	0.6813	68.13%
CYP2C8 inhibition	-	0.7616	76.16%
CYP inhibitory promiscuity	-	0.7581	75.81%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8149	81.49%
Carcinogenicity (trinary)	Non-required	0.7370	73.70%
Eye corrosion	-	0.9943	99.43%
Eye irritation	+	0.8674	86.74%
Skin irritation	-	0.7383	73.83%
Skin corrosion	-	0.9670	96.70%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7272	72.72%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7769	77.69%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6624	66.24%
Acute Oral Toxicity (c)	III	0.7081	70.81%
Estrogen receptor binding	+	0.8921	89.21%
Androgen receptor binding	+	0.7418	74.18%
Thyroid receptor binding	+	0.7381	73.81%
Glucocorticoid receptor binding	+	0.8870	88.70%
Aromatase binding	+	0.8547	85.47%
PPAR gamma	+	0.8515	85.15%
Honey bee toxicity	-	0.9423	94.23%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	+	0.9531	95.31%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	30 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.75%	91.11%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	90.63%	94.42%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.23%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	86.79%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.37%	99.17%
CHEMBL4208	P20618	Proteasome component C5	84.53%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.92%	95.56%
CHEMBL2535	P11166	Glucose transporter	83.53%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	82.12%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.20%	90.71%
CHEMBL1811	P34995	Prostanoid EP1 receptor	80.04%	95.71%

Plants that contains it

• Artemisia annua
• Elephantopus mollis
• Juglans mandshurica

Cross-Links

• PubChem: 3896
• LOTUS: LTS0195252
• wikiData: Q27166541