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Hydroxytyrosol 1-glycoside

Family: Plantae - Arecaceae
Kingdom: Plantae
Class: Phenolic
- Subclass: Phenylethanoid

Canonical Smiles	OC[C@H]1OC(OCCc2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	InChI=1S/C14H20O8/c15-6-10-11(18)12(19)13(20)14(22-10)21-4-3-7-1-2-8(16)9(17)5-7/h1-2,5,10-20H,3-4,6H2/t10-,11-,12+,13-,14?/m1/s1
InChIKey	PQQITYGQJLPDFC-RQICVUQASA-N
Formula	C₁₄H₂₀O₈
HBA	8
HBD	6
MW	316.31
Rotatable Bonds	5
TPSA	139.84
LogP	-1.54
Number Rings	2
Number Aromatic Rings	1
Heavy Atom Count	22
Formal Charge	0
Fraction CSP3	0.57
Exact Mass	316.12
Number of Lipinski Rule Violations	1

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Sabal palmetto	Arecaceae	Plantae	—

Showing of synonyms

El-Hawwary S.S, Saber F.R, et al. (2018). Cytotoxic potential of three Sabal species grown in Egypt: A metabolomic and docking-based study. Natural product research, 2018, 32(7), 810-814. [View] [PubMed]

Pubchem: 91310549

No compound-protein relationship available.

SMILES: c1ccccc1CCOC2CCCCO2

Level: 1

Mol. Weight: 316.31 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 316.31 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 316.31 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.69
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.91
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.15

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.51
Plasma Protein Binding: 50.49
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: Non-Substrate
CYP 2C9 Inhibitor: Non-Inhibitor
CYP 2C9 Substrate: Non-Substrate
CYP 2D6 Inhibitor: Non-Inhibitor
CYP 2D6 Substrate: Non-Substrate
CYP 3A4 Inhibitor: Non-Inhibitor
CYP 3A4 Substrate: Non-Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 11.56
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -1.9
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.6
Liver Injury II: Safe
hERG Blockers: Safe
Daphnia Maga: 4.84
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: -0.17
Rat (Acute): 1.77
Rat (Chronic Oral): 3.4
Fathead Minnow: 3.64
Respiratory Disease: Safe
Skin Sensitisation: Toxic
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 453.46
Hydration Free Energy: -18.75
Log(D) at pH=7.4: -0.75
Log(P): -1.61
Log S: -1.27
Log(Vapor Pressure): -11.67
Melting Point: 169.5
pKa Acid: 6.91
pKa Basic: 5.61

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	0.9332
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.9269
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.9185
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.9106
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.9072
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.9021
Tetracycline repressor protein class H	P51561	TETR8_PASMD	Pasteurella multocida	3	0.8996
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.8901
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.8873
NAD(P)H-hydrate epimerase	Q8K4Z3	NNRE_MOUSE	Mus musculus	3	0.8735
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.8724
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	3	0.8686
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.8664
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.8545
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8544
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.8418
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8378
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8328
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.8272
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.8236
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.8213
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8212
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8209
Tyrosine-protein kinase JAK3	P52333	JAK3_HUMAN	Homo sapiens	3	0.8199
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8180
Dual specificity mitogen-activated protein kinase kinase 1	Q02750	MP2K1_HUMAN	Homo sapiens	3	0.8152
histidine kinase	O32393	O32393_ARTPT	Arthrospira platensis	3	0.8121
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8117
Glutamate receptor 2	P19491	GRIA2_RAT	Rattus norvegicus	3	0.8079
2-aminohexano-6-lactam racemase	Q7M181	ACLR_ACHOB	Achromobacter obae	3	0.8067
MAP kinase-activated protein kinase 2	P49137	MAPK2_HUMAN	Homo sapiens	3	0.8036
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.8033
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8031
Purine nucleoside phosphorylase	P00491	PNPH_HUMAN	Homo sapiens	3	0.7952
Tyrosine-protein kinase JAK1	P23458	JAK1_HUMAN	Homo sapiens	4	0.7941
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.7935
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7898
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7871
beta-glucosidase	Q92AS9	Q92AS9_LISIN	Listeria innocua serovar 6a	3	0.7863
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7833
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7805
7-methylguanosine phosphate-specific 5'-nucleotidase	Q9W197	5NT3B_DROME	Drosophila melanogaster	4	0.7760
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7753
Tyrosine-protein kinase JAK1	P23458	JAK1_HUMAN	Homo sapiens	4	0.7695
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7657
DNA gyrase subunit A	P0AES5	GYRA_SHIFL	Shigella flexneri	3	0.7628
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7625
Cyclin-dependent kinase 9	P50750	CDK9_HUMAN	Homo sapiens	3	0.7615
Non-receptor tyrosine-protein kinase TYK2	P29597	TYK2_HUMAN	Homo sapiens	3	0.7608
NADPH-dependent oxidoreductase 2-alkenal reductase	Q39172	AER_ARATH	Arabidopsis thaliana	3	0.7604
Gag-Pol polyprotein	P03369	POL_HV1A2	Human immunodeficiency virus type 1 group M subtype B	3	0.7592
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.7548
Cyclic nucleotide-gated potassium channel mll3241	Q98GN8	CNGK1_RHILO	Mesorhizobium japonicum)	3	0.7505
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7491
Ribonuclease J	H9CZL7	H9CZL7_DEIRD	Deinococcus radiodurans	3	0.7481
Probable nicotinate-nucleotide adenylyltransferase	Q9HX21	NADD_PSEAE	Pseudomonas aeruginosa	3	0.7481
cAMP-dependent protein kinase catalytic subunit alpha	P00517	KAPCA_BOVIN	Bos taurus	3	0.7481
Non-receptor tyrosine-protein kinase TYK2	P29597	TYK2_HUMAN	Homo sapiens	3	0.7418
Proton-gated ion channel	Q7NDN8	GLIC_GLOVI	Gloeobacter violaceus	3	0.7384
LIM domain kinase 1	P53667	LIMK1_HUMAN	Homo sapiens	2	0.7384
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7374
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7362
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	2	0.7359
Bifunctional epoxide hydrolase 2	P34913	HYES_HUMAN	Homo sapiens	2	0.7354
Cytidine and deoxycytidylate deaminase zinc-binding region	Q82Y41	Q82Y41_NITEU	Nitrosomonas europaea	3	0.7321
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7319
histone deacetylase	A5H660	A5H660_SCHMA	Schistosoma mansoni	3	0.7317
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	3	0.7300
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7278
3-hydroxyanthranilate 3,4-dioxygenase	Q1LCS4	3HAO_CUPMC	Cupriavidus metallidurans	2	0.7264
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7258
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	2	0.7251
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	4	0.7203
Ephrin type-B receptor 2	P54763	EPHB2_MOUSE	Mus musculus	2	0.7203
Avidin	P02701	AVID_CHICK	Gallus gallus	3	0.7200
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	5	0.7186
Carbonic anhydrase 4	Q64444	CAH4_MOUSE	Mus musculus	2	0.7178
Cyclic GMP-AMP phosphodiesterase SMPDL3A	Q92484	ASM3A_HUMAN	Homo sapiens	2	0.7177
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7156
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7151
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	3	0.7142
Ceramide transfer protein	Q9Y5P4	CERT_HUMAN	Homo sapiens	3	0.7138
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7134
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	2	0.7130
Tyrosine-protein kinase JAK1	P23458	JAK1_HUMAN	Homo sapiens	4	0.7127
RNA polymerase sigma factor SigA	Q5SKW1	Q5SKW1_THET8	Thermus thermophilus	3	0.7120
Protein RecA	Q59560	RECA_MYCS2	Mycolicibacterium smegmatis155)	3	0.7105
Purine nucleoside phosphorylase 2	P45563	XAPA_ECOLI	Escherichia coli	3	0.7103
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7092
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	2	0.7091
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7090
Hypoxanthine phosphoribosyltransferase	Q4DRC4	Q4DRC4_TRYCC	Trypanosoma cruzi	3	0.7087
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7086
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	3	0.7075
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.7075
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.7067
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7065
ABC-type polar amino acid transport system, ATPase component	Q8RCC2	Q8RCC2_CALS4	Caldanaerobacter subterraneus subsp. tengcongensis	2	0.7064
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	2	0.7057
Tubulin--tyrosine ligase	F6Z895	A9ULH4_XENTR	Xenopus tropicalis	4	0.7051
ATP-dependent protease subunit HslV	P0A7B8	HSLV_ECOLI	Escherichia coli	3	0.7047
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.7031
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	3	0.7028
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7017
Alpha-ketoglutarate-dependent dioxygenase FTO	Q9C0B1	FTO_HUMAN	Homo sapiens	2	0.7015
Histone-lysine N-methyltransferase EHMT1	Q9H9B1	EHMT1_HUMAN	Homo sapiens	3	0.7013
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	3	0.7002
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	2	0.7002

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