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Scirpusin D

Family: Plantae - Arecaceae
Kingdom: Plantae
Class: Stilbenoid
- Subclass: Hydroxystilbene

Canonical Smiles	Oc1cc(O)cc(c1)[C@H]1c2c(/C=C/c3cc(O)cc(c3)O)cc(c(c2O[C@@H]1c1cc(O)c(c(c1)O)O)O)O
InChI	InChI=1S/C28H22O10/c29-16-3-12(4-17(30)10-16)1-2-13-7-22(35)26(37)28-23(13)24(14-5-18(31)11-19(32)6-14)27(38-28)15-8-20(33)25(36)21(34)9-15/h1-11,24,27,29-37H/b2-1+/t24-,27+/m0/s1
InChIKey	MXKNWJGLXBWKHE-MEYGYVAISA-N
Formula	C₂₈H₂₂O₁₀
HBA	10
HBD	9
MW	518.47
Rotatable Bonds	4
TPSA	191.3
LogP	4.47
Number Rings	5
Number Aromatic Rings	4
Heavy Atom Count	38
Formal Charge	0
Fraction CSP3	0.07
Exact Mass	518.12
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]

Pubchem: 24853972

Zinc: ZINC000143142798

Nmrshiftdb2: 60024618

Chembl: CHEMBL5188369

No compound-protein relationship available.

SMILES: c1ccccc1C=Cc2cccc(c23)OC(c4ccccc4)C3c5ccccc5

Level: 3

Mol. Weight: 518.47 g/mol

SMILES: c1ccccc1C=Cc2cccc(c23)OCC3c4ccccc4

Level: 2

Mol. Weight: 518.47 g/mol

SMILES: c1ccccc1C=Cc2cccc(c23)OC(C3)c4ccccc4

Level: 2

Mol. Weight: 518.47 g/mol

SMILES: c1cccc(c12)OC(c3ccccc3)C2c4ccccc4

Level: 2

Mol. Weight: 518.47 g/mol

SMILES: c1ccccc1C=Cc2cccc(c23)OCC3

Level: 1

Mol. Weight: 518.47 g/mol

SMILES: c1cccc(c12)OCC2c3ccccc3

Level: 1

Mol. Weight: 518.47 g/mol

SMILES: c1cccc(c12)OC(C2)c3ccccc3

Level: 1

Mol. Weight: 518.47 g/mol

SMILES: C1COc(c12)cccc2

Level: 0

Mol. Weight: 518.47 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 518.47 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.45
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.75
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 1.98

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.96
Plasma Protein Binding: 90.81
Steady State Volume of Distribution: -

Metabolism

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

Excretion

Clearance: 10.29
Organic Cation Transporter 2: Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -1.15
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Toxic
Maximum Tolerated Dose: 1.24
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.85
Micronucleos: Toxic
NR-AhR: Safe
NR-AR: Safe
NR-AR-LBD: Safe
NR-Aromatase: Safe
NR-ER: Toxic
NR-ER-LBD: Safe
NR-GR: Safe
NR-PPAR-gamma: Safe
NR-TR: Toxic
T. Pyriformis: -1599.85
Rat (Acute): 2.2
Rat (Chronic Oral): 4.65
Fathead Minnow: 8.62
Respiratory Disease: Safe
Skin Sensitisation: Toxic
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 676.29
Hydration Free Energy: -3.14
Log(D) at pH=7.4: 1.12
Log(P): 3.33
Log S: -3.35
Log(Vapor Pressure): -10.22
Melting Point: 323.38
pKa Acid: 7.82
pKa Basic: 9.9

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
NADPH-dependent oxidoreductase 2-alkenal reductase	Q39172	AER_ARATH	Arabidopsis thaliana	3	0.9103
Nuclear receptor subfamily 4immunitygroup A member 1	P22736	NR4A1_HUMAN	Homo sapiens	3	0.9029
Maltose/maltodextrin-binding periplasmic protein	P0AEX9	MALE_ECOLI	Escherichia coli	3	0.8586
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.8410
Toxoflavin degrading enzyme	E3SET7	E3SET7_PAEPO	Paenibacillus polymyxa	3	0.8300
Riboflavin synthase	P0AFU8	RISA_ECOLI	Escherichia coli	4	0.8181
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8088
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.7659
Disks large homolog 1	Q12959	DLG1_HUMAN	Homo sapiens	3	0.7623
Pantothenate synthetase	P9WIL5	PANC_MYCTU	Mycobacterium tuberculosis	3	0.7607
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	4	0.7597
WxcM-like protein	Q12KT8	Q12KT8_SHEDO	Shewanella denitrificans	4	0.7540
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7484
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.7376
Ethylene receptor 1	P49333	ETR1_ARATH	Arabidopsis thaliana	3	0.7372
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.7371
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	2	0.7326
Primosomal protein N'	A6TGC5	A6TGC5_KLEP7	Klebsiella pneumoniae subsp. pneumoniae	4	0.7320
Homoserine dehydrogenase	P31116	DHOM_YEAST	Saccharomyces cerevisiae	3	0.7196
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7163
Thymidylate synthase	P0A884	TYSY_ECOLI	Escherichia coli	4	0.7155
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	2	0.7127
Neuropilin-1	O14786	NRP1_HUMAN	Homo sapiens	3	0.7126
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7109
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.7040
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7036

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