BUTYLPHENYL SALICYLATE, P-TERT-

General Information

Mainterm	BUTYLPHENYL SALICYLATE, P-TERT-
CAS Reg.No.(or other ID)	87-18-3
Regnum	175.105 175.300 181.27

From www.fda.gov

Computed Descriptors

Download SDF

2D Structure
CID	66597
IUPAC Name	(4-tert-butylphenyl) 2-hydroxybenzoate
InChI	InChI=1S/C17H18O3/c1-17(2,3)12-8-10-13(11-9-12)20-16(19)14-6-4-5-7-15(14)18/h4-11,18H,1-3H3
InChI Key	DBOSBRHMHBENLP-UHFFFAOYSA-N
Canonical SMILES	CC(C)(C)C1=CC=C(C=C1)OC(=O)C2=CC=CC=C2O
Molecular Formula	C17H18O3
Wikipedia	4-tert-butylphenyl salicylate

From Pubchem

Computed Properties

Property Name	Property Value
Molecular Weight	270.328
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	4
Complexity	324.0
CACTVS Substructure Key Fingerprint	A A A D c e B 4 M A A A A A A A A A A A A A A A A A A A A A A A A A A w Y A A A A A A A A A A B Q A A A G g A A C A A A D g S A m A A y D o A A B g C I A i D S C A A C C A A k I A A I i A E G C M g M J z a G N R q C e 2 C l 4 B E I u Y e I y P C P o A A A A A A I A A B A A A A A A B A A A A A A A A A A A A = =
Topological Polar Surface Area	46.5
Monoisotopic Mass	270.126
Exact Mass	270.126
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	20
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Isotope Atom Count	0
Covalently-Bonded Unit Count	1

From Pubchem

ADMET Predicted Profile --- Classification

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB+	0.9000
Human Intestinal Absorption	HIA+	0.9936
Caco-2 Permeability	Caco2+	0.8317
P-glycoprotein Substrate	Non-substrate	0.5488
P-glycoprotein Inhibitor	Non-inhibitor	0.6292
P-glycoprotein Inhibitor	Non-inhibitor	0.8791
Renal Organic Cation Transporter	Non-inhibitor	0.8880
Distribution
Subcellular localization	Mitochondria	0.9456
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.7266
CYP450 2D6 Substrate	Non-substrate	0.8742
CYP450 3A4 Substrate	Substrate	0.5287
CYP450 1A2 Inhibitor	Inhibitor	0.5851
CYP450 2C9 Inhibitor	Inhibitor	0.5758
CYP450 2D6 Inhibitor	Non-inhibitor	0.9512
CYP450 2C19 Inhibitor	Non-inhibitor	0.5293
CYP450 3A4 Inhibitor	Non-inhibitor	0.9129
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.7289
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9875
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.9414
AMES Toxicity	Non AMES toxic	0.9328
Carcinogens	Non-carcinogens	0.6932
Fish Toxicity	High FHMT	0.9677
Tetrahymena Pyriformis Toxicity	High TPT	0.9719
Honey Bee Toxicity	High HBT	0.8459
Biodegradation	Not ready biodegradable	0.9706
Acute Oral Toxicity	III	0.8345
Carcinogenicity (Three-class)	Non-required	0.5970

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-4.4767	LogS
Caco-2 Permeability	1.2862	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	2.3516	LD50, mol/kg
Fish Toxicity	-0.6369	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	2.0131	pIGC50, ug/L

From admetSAR

Toxicity Profile

Route of Exposure
Mechanism of Toxicity
Metabolism
Toxicity Values
Lethal Dose
Carcinogenicity (IARC Classification)	No indication of carcinogenicity to humans (not listed by IARC).
Minimum Risk Level
Health Effects
Treatment
Reference

From T3DB

Taxonomic Classification

Kingdom	Organic compounds
Superclass	Phenylpropanoids and polyketides
Class	Depsides and depsidones
Subclass	Not available
Intermediate Tree Nodes	Not available
Direct Parent	Depsides and depsidones
Alternative Parents	Carboxylic acid esters 1-hydroxy-4-unsubstituted benzenoids Salicylic acid and derivatives Phenylpropanes Organic oxides Monocarboxylic acids and derivatives Hydrocarbon derivatives 1-hydroxy-2-unsubstituted benzenoids Organooxygen compounds Benzoyl derivatives Phenoxy compounds Vinylogous acids Phenol esters
Molecular Framework	Aromatic homomonocyclic compounds
Substituents	Depside backbone - O-hydroxybenzoic acid ester - Benzoate ester - Salicylic acid or derivatives - Phenol ester - Benzoic acid or derivatives - Phenylpropane - Phenoxy compound - Benzoyl - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Monocyclic benzene moiety - Benzenoid - Vinylogous acid - Carboxylic acid ester - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Aromatic homomonocyclic compound
Description	This compound belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone).

From ClassyFire

Targets

Target Details

Steroid hormone receptor ERR1

General Function:: Zinc ion binding
Specific Function:: Binds to an ERR-alpha response element (ERRE) containing a single consensus half-site, 5'-TNAAGGTCA-3'. Can bind to the medium-chain acyl coenzyme A dehydrogenase (MCAD) response element NRRE-1 and may act as an important regulator of MCAD promoter. Binds to the C1 region of the lactoferrin gene promoter. Requires dimerization and the coactivator, PGC-1A, for full activity. The ERRalpha/PGC1alpha complex is a regulator of energy metabolism. Induces the expression of PERM1 in the skeletal muscle.
Gene Name:: ESRRA
Uniprot ID:: P11474
Molecular Weight:: 45509.11 Da

References

Sipes NS, Martin MT, Kothiya P, Reif DM, Judson RS, Richard AM, Houck KA, Dix DJ, Kavlock RJ, Knudsen TB: Profiling 976 ToxCast chemicals across 331 enzymatic and receptor signaling assays. Chem Res Toxicol. 2013 Jun 17;26(6):878-95. doi: 10.1021/tx400021f. Epub 2013 May 16. [23611293 ]

Target Details

Estrogen receptor

General Function:: Zinc ion binding
Specific Function:: Nuclear hormone receptor. The steroid hormones and their receptors are involved in the regulation of eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues. Ligand-dependent nuclear transactivation involves either direct homodimer binding to a palindromic estrogen response element (ERE) sequence or association with other DNA-binding transcription factors, such as AP-1/c-Jun, c-Fos, ATF-2, Sp1 and Sp3, to mediate ERE-independent signaling. Ligand binding induces a conformational change allowing subsequent or combinatorial association with multiprotein coactivator complexes through LXXLL motifs of their respective components. Mutual transrepression occurs between the estrogen receptor (ER) and NF-kappa-B in a cell-type specific manner. Decreases NF-kappa-B DNA-binding activity and inhibits NF-kappa-B-mediated transcription from the IL6 promoter and displace RELA/p65 and associated coregulators from the promoter. Recruited to the NF-kappa-B response element of the CCL2 and IL8 promoters and can displace CREBBP. Present with NF-kappa-B components RELA/p65 and NFKB1/p50 on ERE sequences. Can also act synergistically with NF-kappa-B to activate transcription involving respective recruitment adjacent response elements; the function involves CREBBP. Can activate the transcriptional activity of TFF1. Also mediates membrane-initiated estrogen signaling involving various kinase cascades. Isoform 3 is involved in activation of NOS3 and endothelial nitric oxide production. Isoforms lacking one or several functional domains are thought to modulate transcriptional activity by competitive ligand or DNA binding and/or heterodimerization with the full length receptor. Essential for MTA1-mediated transcriptional regulation of BRCA1 and BCAS3. Isoform 3 can bind to ERE and inhibit isoform 1.
Gene Name:: ESR1
Uniprot ID:: P03372
Molecular Weight:: 66215.45 Da

References

Sipes NS, Martin MT, Kothiya P, Reif DM, Judson RS, Richard AM, Houck KA, Dix DJ, Kavlock RJ, Knudsen TB: Profiling 976 ToxCast chemicals across 331 enzymatic and receptor signaling assays. Chem Res Toxicol. 2013 Jun 17;26(6):878-95. doi: 10.1021/tx400021f. Epub 2013 May 16. [23611293 ]

From T3DB