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Hydroxytyrosol

Family: Plantae - Asparagaceae
Kingdom: Plantae
Class: Phenolic
- Subclass: Tyrosine Derivative

Canonical Smiles	OCCc1ccc(c(c1)O)O
InChI	InChI=1S/C8H10O3/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,9-11H,3-4H2
InChIKey	JUUBCHWRXWPFFH-UHFFFAOYSA-N
Formula	C₈H₁₀O₃
HBA	3
HBD	3
MW	154.16
Rotatable Bonds	2
TPSA	60.69
LogP	0.63
Number Rings	1
Number Aromatic Rings	1
Heavy Atom Count	11
Formal Charge	0
Fraction CSP3	0.25
Exact Mass	154.06
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Dracaena mannii	Asparagaceae	Plantae	1237547

Showing of synonyms

Anigboro AA, Akeghware O, et al. (2022). Evaluation of bioactive constituents and In vitro antioxidant potentials of the ethanolic leaf extracts of Dracaena mannii, Euphorbia hirta and Senna alata. Journal of bio-research, 2022, 20(3), 1753-1762. [View]

Pubchem: 82755

Cas: 10597-60-1

Zinc: ZINC000002379217

Chebi: 68889

Nmrshiftdb2: 20213174

Metabolights: MTBLC68889

Chembl: CHEMBL1950045

Comptox: DTXSID70147451

Drugbank: DB12771

Pdb Ligand: 975

CPRiL: 23469

SMILES: c1ccccc1

Level: 0

Mol. Weight: 154.16 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.64
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -3.71
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.68

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.46
Plasma Protein Binding: 21.88
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Non-Inhibitor
CYP 1A2 Inhibitor: Non-Inhibitor
CYP 1A2 Substrate: Non-Substrate
CYP 2C19 Inhibitor: Non-Inhibitor
CYP 2C19 Substrate: Substrate
CYP 2C9 Inhibitor: Non-Inhibitor
CYP 2C9 Substrate: Substrate
CYP 2D6 Inhibitor: Non-Inhibitor
CYP 2D6 Substrate: Substrate
CYP 3A4 Inhibitor: Non-Inhibitor
CYP 3A4 Substrate: Non-Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 11.32
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Safe
Bee: Safe
Bioconcentration Factor: 0.31
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Toxic
Maximum Tolerated Dose: 0.35
Liver Injury II: Safe
hERG Blockers: Safe
Daphnia Maga: 4.11
Micronucleos: Toxic
NR-AhR: Safe
NR-AR: Safe
NR-AR-LBD: Safe
NR-Aromatase: Safe
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Safe
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: 2.95
Rat (Acute): 1.8
Rat (Chronic Oral): 2.59
Fathead Minnow: 3.66
Respiratory Disease: Safe
Skin Sensitisation: Toxic
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 313.12
Hydration Free Energy: -11.78
Log(D) at pH=7.4: 0.24
Log(P): 0.28
Log S: 0.06
Log(Vapor Pressure): -5.02
Melting Point: 107.31
pKa Acid: 9.76
pKa Basic: 5.98

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.9370
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.9291
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.9190
Deoxycytidine kinase	P27707	DCK_HUMAN	Homo sapiens	4	0.9081
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	3	0.8958
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8947
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.8944
S-methyl-5'-thioadenosine phosphorylase	I0B503	I0B503_SCHMA	Schistosoma mansoni	3	0.8797
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.8757
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.8721
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.8718
DNA polymerase III subunit epsilon	P03007	DPO3E_ECOLI	Escherichia coli	3	0.8717
DNA gyrase subunit A	P0AES5	GYRA_SHIFL	Shigella flexneri	3	0.8690
Purine nucleoside phosphorylase DeoD-type	P0ABP9	DEOD_ECO57	Escherichia coli O157:H7	3	0.8583
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.8522
16S rRNA (adenine(1408)-N(1))-methyltransferase	A8C927	NPMA_ECOLX	Escherichia coli	4	0.8465
Thymidine phosphorylase	Q7CP66	TYPH_SALTY	Salmonella typhimurium	3	0.8436
MAP kinase-activated protein kinase 2	P49137	MAPK2_HUMAN	Homo sapiens	3	0.8434
Beta-galactoside-specific lectin 1	P81446	ML1_VISAL	Viscum album	3	0.8391
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8361
Dual specificity mitogen-activated protein kinase kinase 1	Q02750	MP2K1_HUMAN	Homo sapiens	3	0.8298
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8294
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8195
Purine nucleoside phosphorylase	P00491	PNPH_HUMAN	Homo sapiens	3	0.7973
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	P48736	PK3CG_HUMAN	Homo sapiens	3	0.7948
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.7936
Nucleoside diphosphate kinase A 2	P52175	NDKA2_BOVIN	Bos taurus	3	0.7928
Purine nucleoside phosphorylase	Q8I3X4	Q8I3X4_PLAF7	Plasmodium falciparum	4	0.7917
Ribonuclease J	H9CZL7	H9CZL7_DEIRD	Deinococcus radiodurans	3	0.7783
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.7693
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7503
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7502
cAMP-activated global transcriptional regulator Vfr	P55222	VFR_PSEAE	Pseudomonas aeruginosa	3	0.7491
16S rRNA (guanine(1405)-N(7))-methyltransferase	Q763K9	Q763K9_ECOLX	Escherichia coli	3	0.7443
Pantothenate synthetase	P9WIL5	PANC_MYCTU	Mycobacterium tuberculosis	3	0.7409
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7405
Type II methyltransferase M.TaqI	P14385	MTTA_THEAQ	Thermus aquaticus	3	0.7384
Ribosomal RNA small subunit methyltransferase Nep1	Q57977	NEP1_METJA	Methanocaldococcus jannaschii	4	0.7376
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7357
LIM domain kinase 1	P53667	LIMK1_HUMAN	Homo sapiens	2	0.7334
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7280
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	3	0.7279
Release factor glutamine methyltransferase	Q9WYV8	PRMC_THEMA	Thermotoga maritima	3	0.7266
Norsolorinic acid synthase	Q12053	AFLC_ASPPU	Aspergillus parasiticus	3	0.7263
Deoxynucleoside triphosphate triphosphohydrolase SAMHD1	Q9Y3Z3	SAMH1_HUMAN	Homo sapiens	3	0.7258
Tryptophan--tRNA ligase	Q9PIB4	SYW_CAMJE	Campylobacter jejuni subsp. jejuni serotype O:2	4	0.7255
ATP-dependent protease subunit HslV	P0A7B8	HSLV_ECOLI	Escherichia coli	3	0.7247
Ethylene receptor 1	P49333	ETR1_ARATH	Arabidopsis thaliana	3	0.7243
Prolyl tripeptidyl peptidase	Q7MUW6	PTP_PORGI	Porphyromonas gingivalis	3	0.7241
tRNA-specific 2-thiouridylase MnmA	Q97T38	MNMA_STRPN	Streptococcus pneumoniae serotype 4	3	0.7230
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7226
Argininosuccinate synthase	P59846	ASSY_THET8	Thermus thermophilus	3	0.7221
Histone-lysine N-methyltransferase KMT5C	Q6Q783	KMT5C_MOUSE	Mus musculus	4	0.7208
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta	P78356	PI42B_HUMAN	Homo sapiens	3	0.7184
Carboxyethyl-arginine beta-lactam-synthase	P0DJQ7	BLS_STRCL	Streptomyces clavuligerus	3	0.7180
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	2	0.7157
cAMP-dependent protein kinase type I-alpha regulatory subunit	P00514	KAP0_BOVIN	Bos taurus	2	0.7157
Cytosine-specific methyltransferase	Q8EVR5	Q8EVR5_MYCPE	Mycoplasma penetrans	3	0.7154
Kinesin-like protein KIF11	P52732	KIF11_HUMAN	Homo sapiens	3	0.7151
Cytidine and deoxycytidylate deaminase zinc-binding region	Q82Y41	Q82Y41_NITEU	Nitrosomonas europaea	3	0.7143
Phosphoribosylaminoimidazole-succinocarboxamide synthase	Q5L3D5	Q5L3D5_GEOKA	Geobacillus kaustophilus	4	0.7129
Adenylate cyclase type 5	P30803	ADCY5_CANLF	Canis lupus familiaris	3	0.7128
Bifunctional purine biosynthesis protein ATIC	P31335	PUR9_CHICK	Gallus gallus	3	0.7125
Polyamine aminopropyltransferase	Q5SK28	SPEE_THET8	Thermus thermophilus	3	0.7122
Sex hormone-binding globulin	P04278	SHBG_HUMAN	Homo sapiens	2	0.7121
Uroporphyrinogen-III C-methyltransferase	P21631	SUMT_SINSX	Sinorhizobium sp	4	0.7116
histidine kinase	Q9WZV7	Q9WZV7_THEMA	Thermotoga maritima	3	0.7116
Biflaviolin synthase CYP158A1	Q9KZF5	C1581_STRCO	Streptomyces coelicolor / M145)	2	0.7115
3',5'-cyclic-AMP phosphodiesterase 4B	Q07343	PDE4B_HUMAN	Homo sapiens	3	0.7110
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	3	0.7109
N-acetyltransferase domain-containing protein	Q9HV14	Q9HV14_PSEAE	Pseudomonas aeruginosa	3	0.7107
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.7106
CalS8	Q8KNF6	Q8KNF6_MICEC	Micromonospora echinospora	4	0.7096
cGMP-dependent protein kinase 1	P00516	KGP1_BOVIN	Bos taurus	3	0.7096
Hypoxanthine phosphoribosyltransferase	Q4DRC4	Q4DRC4_TRYCC	Trypanosoma cruzi	3	0.7096
DNA (cytosine-5)-methyltransferase 1	Q9AXT8	H32_ARATH	Zea mays	3	0.7095
Methyltransferase type 12	Q88JU2	Q88JU2_PSEPK	Pseudomonas putida	3	0.7089
Purine nucleoside phosphorylase DeoD-type	P0ABP9	DEOD_ECO57	Escherichia coli O157:H7	2	0.7089
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	3	0.7075
Purine nucleoside phosphorylase DeoD-type	P0ABP8	DEOD_ECOLI	Escherichia coli	2	0.7074
Cyclic GMP-AMP phosphodiesterase SMPDL3A	Q92484	ASM3A_HUMAN	Homo sapiens	2	0.7072
cGMP-dependent protein kinase 1	Q13976	KGP1_HUMAN	Homo sapiens	3	0.7067
DNA-directed DNA polymerase	Q38087	DPOL_BPR69	Escherichia phage RB69	2	0.7062
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2	O88703	HCN2_MOUSE	Mus musculus	2	0.7062
Uridine phosphorylase	Q5SID9	Q5SID9_THET8	Thermus thermophilus	3	0.7060
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	2	0.7053
3-hydroxyanthranilate 3,4-dioxygenase	Q1LCS4	3HAO_CUPMC	Cupriavidus metallidurans	2	0.7052
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7052
tRNA (guanine-N(1)-)-methyltransferase	Q2GIL5	TRMD_ANAPZ	Anaplasma phagocytophilum	3	0.7051
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	2	0.7046
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7045
Kinesin-like protein KIF11	P52732	KIF11_HUMAN	Homo sapiens	3	0.7044
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	2	0.7044
Tetracycline repressor protein class H	P51561	TETR8_PASMD	Pasteurella multocida	2	0.7041
Albumin	P02768	ALBU_HUMAN	Homo sapiens	3	0.7036
Histone-lysine N-methyltransferase EHMT1	Q9H9B1	EHMT1_HUMAN	Homo sapiens	3	0.7032
Streptavidin	P22629	SAV_STRAV	Streptomyces avidinii	3	0.7031
Uncharacterized protein MJ1225	Q58622	Y1225_METJA	Methanocaldococcus jannaschii	4	0.7029
Transitional endoplasmic reticulum ATPase	P55072	TERA_HUMAN	Homo sapiens	3	0.7023
Formylmethanofuran--tetrahydromethanopterin formyltransferase	Q49610	FTR_METKA	Methanopyrus kandleri	3	0.7020
Serine/threonine-protein kinase PLK1	P53350	PLK1_HUMAN	Homo sapiens	3	0.7018
SKP1-like protein 1A	Q39255	SKP1A_ARATH	Arabidopsis thaliana	3	0.7013
Nuclear receptor subfamily 4immunitygroup A member 1	P22736	NR4A1_HUMAN	Homo sapiens	2	0.7011
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	3	0.7010
Type II methyltransferase M.TaqI	P14385	MTTA_THEAQ	Thermus aquaticus	3	0.7010
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	2	0.7009
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Q81LL4	MTNN_BACAN	Bacillus anthracis	2	0.7006
AcsD	Q93AT8	Q93AT8_DICCH	Dickeya chrysanthemi	3	0.7002

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