7'',13-dihydroxy-12-dehydroxysyagrusin A - Compound Card

7'',13-dihydroxy-12-dehydroxysyagrusin A

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7'',13-dihydroxy-12-dehydroxysyagrusin A

Structure
Zoomed Structure
  • Family: Plantae - Arecaceae
  • Kingdom: Plantae
  • Class: Stilbenoid
Canonical Smiles Oc1cc(O)c2c(c1)C1(O)CC(=CC(C1C2O)c1cc(O)c(c(c1)O)O)/C=C/c1cc(O)cc(c1)O
InChI InChI=1S/C27H24O9/c28-15-3-12(4-16(29)8-15)1-2-13-5-18(14-6-21(32)25(34)22(33)7-14)24-26(35)23-19(27(24,36)11-13)9-17(30)10-20(23)31/h1-10,18,24,26,28-36H,11H2/b2-1+
InChIKey IPBSTGBOMAORPM-OWOJBTEDSA-N
Formula C27H24O9
HBA 9
HBD 9
MW 492.48
Rotatable Bonds 3
TPSA 182.07
LogP 3.3
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 36
Formal Charge 0
Fraction CSP3 0.19
Exact Mass 492.14
Number of Lipinski Rule Violations 1
# 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.

Structure

SMILES: c1ccccc1C=CC(=CC2c3ccccc3)CC4C2Cc(c45)cccc5

Level: 2

Mol. Weight: 492.48 g/mol

Structure

SMILES: c1ccccc1C=CC(=CC2)CC3C2Cc(c34)cccc4

Level: 1

Mol. Weight: 492.48 g/mol

Structure

SMILES: c1cccc(c12)CC3C2CC=CC3c4ccccc4

Level: 1

Mol. Weight: 492.48 g/mol

Structure

SMILES: c1cccc(c12)CC3C2CC=CC3

Level: 0

Mol. Weight: 492.48 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 492.48 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.83
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.99
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
1.19

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.63
Plasma Protein Binding
48.67
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
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
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
12.31
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.71
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.4
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.69
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
-514.58
Rat (Acute)
2.33
Rat (Chronic Oral)
4.13
Fathead Minnow
5.23
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
667.37
Hydration Free Energy
-3.47
Log(D) at pH=7.4
0.56
Log(P)
1.98
Log S
-3.6
Log(Vapor Pressure)
-10.33
Melting Point
274.19
pKa Acid
7.58
pKa Basic
8.01
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9077
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8634
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8488
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8315
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8218
Ribosome-inactivating protein 3 P25891 RIP3_MAIZE Zea mays 3 0.7861
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 4 0.7860
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7817
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7726
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.7622
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7619
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7608
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7585
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7546
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7509
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7396
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7321
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7316
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7257
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7166
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 4 0.7165
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7079
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7078
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7033
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7007

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