ANPDB

Select a section from the left sidebar

Verticilliside

Family: Plantae - Arecaceae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Flavone Glucoside

Canonical Smiles	OCC1OC(C(C(C1O)O)O)c1c(O)c(OC)c(c2c1oc(cc2=O)c1ccc(c(c1)OC)O)O
InChI	InChI=1S/C23H24O12/c1-32-12-5-8(3-4-9(12)25)11-6-10(26)14-17(28)23(33-2)18(29)15(21(14)34-11)22-20(31)19(30)16(27)13(7-24)35-22/h3-6,13,16,19-20,22,24-25,27-31H,7H2,1-2H3
InChIKey	DOFPTEKWDJJHSI-UHFFFAOYSA-N
Formula	C₂₃H₂₄O₁₂
HBA	12
HBD	7
MW	492.43
Rotatable Bonds	5
TPSA	199.51
LogP	0.11
Number Rings	4
Number Aromatic Rings	3
Heavy Atom Count	35
Formal Charge	0
Fraction CSP3	0.35
Exact Mass	492.13
Number of Lipinski Rule Violations	2

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Syagrus romanzoffiana	Arecaceae	Plantae	290277

Showing of synonyms

El-Hawary S.S, Fathy F.I, et al. (2021). Anticholinesterase activity and metabolite profiling of Syagrus romanzoffiana (Cham.) Glassman leaves and fruits via UPLC–QTOF–PDA–MS. Natural product research, 2021, 35(10), 1671-1675. [View] [PubMed]

No compound-protein relationship available.

SMILES: O1CCCCC1c(ccc2)c(c23)oc(cc3=O)-c4ccccc4

Level: 2

Mol. Weight: 492.43 g/mol

SMILES: O=c1ccoc(c12)c(ccc2)C3CCCCO3

Level: 1

Mol. Weight: 492.43 g/mol

SMILES: c1cccc(c12)oc(cc2=O)-c3ccccc3

Level: 1

Mol. Weight: 492.43 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 492.43 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 492.43 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 492.43 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.5
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.64
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 1.29

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.83
Plasma Protein Binding: 23.65
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: 13.32
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -1.09
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.97
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.73
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: -299.23
Rat (Acute): 2.31
Rat (Chronic Oral): 4.2
Fathead Minnow: 4.03
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Toxic

General Properties

Boiling Point: 618.36
Hydration Free Energy: -3.72
Log(D) at pH=7.4: 0.45
Log(P): 0.47
Log S: -5.35
Log(Vapor Pressure): -10.73
Melting Point: 206.67
pKa Acid: 4.96
pKa Basic: 6.94

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.9677
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	4	0.9627
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	3	0.9317
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.9279
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	3	0.9150
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.9039
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8986
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.8898
Lactoperoxidase	A0A452E9Y6	PERL_CAPHI	Capra hircus	3	0.8841
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8800
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	3	0.8687
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	3	0.8647
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	3	0.8548
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.8547
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8487
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8439
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.8413
3'-5' exoribonuclease Rv2179c	P9WJ73	EXRBN_MYCTU	Mycobacterium tuberculosis	3	0.8292
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	5	0.8256
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.8232
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.8197
Proto-oncogene tyrosine-protein kinase Src	P00523	SRC_CHICK	Gallus gallus	3	0.8174
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8156
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.8126
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.8079
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8071
Homoserine dehydrogenase	P31116	DHOM_YEAST	Saccharomyces cerevisiae	4	0.8051
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.8050
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8047
Hypoxanthine phosphoribosyltransferase	Q4DRC4	Q4DRC4_TRYCC	Trypanosoma cruzi	3	0.8010
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7972
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7899
Tetracycline repressor protein class B from transposon Tn10	P04483	TETR2_ECOLX	Escherichia coli	3	0.7832
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	3	0.7762
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	3	0.7753
DNA polymerase theta	O75417	DPOLQ_HUMAN	Homo sapiens	4	0.7711
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7711
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7640
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.7635
WxcM-like protein	Q12KT8	Q12KT8_SHEDO	Shewanella denitrificans	4	0.7632
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.7614
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7607
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7600
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.7580
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7518
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	3	0.7515
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7508
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7494
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	4	0.7481
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7467
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7429
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7427
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.7419
Primosomal protein N'	A6TGC5	A6TGC5_KLEP7	Klebsiella pneumoniae subsp. pneumoniae	4	0.7417
Chalcone--flavanone isomerase 1	P28012	CFI1_MEDSA	Medicago sativa	4	0.7402
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	2	0.7399
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	3	0.7381
Valacyclovir hydrolase	Q86WA6	BPHL_HUMAN	Homo sapiens	3	0.7375
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7374
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	2	0.7353
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	3	0.7344
N-lysine methyltransferase KMT5A	Q9NQR1	KMT5A_HUMAN	Homo sapiens	4	0.7339
Cyclin-dependent kinase 9	P50750	CDK9_HUMAN	Homo sapiens	3	0.7329
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7328
Putative b-glycan phosphorylase	Q21MB1	Q21MB1_SACD2	Saccharophagus degradans	4	0.7325
Purine nucleoside phosphorylase	P00491	PNPH_HUMAN	Homo sapiens	3	0.7301
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7299
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7278
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	4	0.7275
Glucose-1-phosphate thymidylyltransferase	Q9HU22	Q9HU22_PSEAE	Pseudomonas aeruginosa	3	0.7275
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7273
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7269
Histone-lysine N-methyltransferase SETD7	Q8WTS6	SETD7_HUMAN	Homo sapiens	3	0.7250
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7246
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	2	0.7239
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7212
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7197
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7192
Thymidylate synthase	P0A884	TYSY_ECOLI	Escherichia coli	4	0.7180
Alpha-ketoglutarate-dependent dioxygenase FTO	Q9C0B1	FTO_HUMAN	Homo sapiens	3	0.7148
Histone-lysine N-methyltransferase 2A	Q03164	KMT2A_HUMAN	Homo sapiens	3	0.7147
Putative protease I	Q8A8A4	Q8A8A4_BACTN	Bacteroides thetaiotaomicron	3	0.7146
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.7145
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7143
Kinesin heavy chain	Q41460	Q41460_SOLTU	Solanum tuberosum	3	0.7132
Flavin reductase like domain-containing protein	Q4UKE8	Q4UKE8_RICFE	Rickettsia felis	4	0.7127
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7121
FMN-dependent NAD(P)H:quinone oxidoreductase 1	Q9I5F3	AZOR1_PSEAE	Pseudomonas aeruginosa	2	0.7114
Genome polyprotein	P12823	POLG_DEN2P	Dengue virus type 2	3	0.7102
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7099
Genome polyprotein	P26663	POLG_HCVBK	Hepatitis C virus genotype 1b	3	0.7098
TetR family transcriptional regulator	Q58L87	Q58L87_MYCSM	Mycolicibacterium smegmatis	3	0.7098
Neuropilin-1	O14786	NRP1_HUMAN	Homo sapiens	3	0.7086
Small heat shock protein StHsp14.0	Q970D9	Q970D9_SULTO	Sulfurisphaera tokodaii	3	0.7081
Cyclin-dependent kinase 5	Q00535	CDK5_HUMAN	Homo sapiens	4	0.7076
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.7047
Histone-lysine N-methyltransferase EHMT2	Q96KQ7	EHMT2_HUMAN	Homo sapiens	3	0.7046
Tyrosine-protein kinase JAK3	P52333	JAK3_HUMAN	Homo sapiens	3	0.7043
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.7040
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7029
Histone-lysine N-methyltransferase 2C	Q8NEZ4	KMT2C_HUMAN	Homo sapiens	3	0.7025
Histone-lysine N-methyltransferase EHMT1	Q9H9B1	EHMT1_HUMAN	Homo sapiens	3	0.7024
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7024
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.7023
Glycerol kinase	P0A6F3	GLPK_ECOLI	Escherichia coli	4	0.7016
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	3	0.7003
Kinesin-like protein KIF11	P52732	KIF11_HUMAN	Homo sapiens	3	0.7002

Download SDF