ANPDB

Select a section from the left sidebar

Sylvestroside

Family: Plantae - Dipsacaceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Iridoid Glycoside

Canonical Smiles	OCC[C@H]1[C@@H](C=C)[C@H](C)OC=C1C(=O)OC1C[C@H]2[C@@H]([C@H]1C)[C@H](C)OC=C2C(=O)OC
InChI	InChI=1S/C23H32O7/c1-6-15-13(3)28-10-18(16(15)7-8-24)23(26)30-20-9-17-19(22(25)27-5)11-29-14(4)21(17)12(20)2/h6,10-17,20-21,24H,1,7-9H2,2-5H3/t12-,13-,14-,15-,16-,17+,20?,21-/m0/s1
InChIKey	HQISYZXIQKIVLQ-RYHPGKNUSA-N
Formula	C₂₃H₃₂O₇
HBA	7
HBD	1
MW	420.5
Rotatable Bonds	6
TPSA	91.29
LogP	2.75
Number Rings	3
Number Aromatic Rings	0
Heavy Atom Count	30
Formal Charge	0
Fraction CSP3	0.65
Exact Mass	420.21
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Dipsacus laciniatus	Dipsacaceae	Plantae	398307

Showing of synonyms

Abdallah OM (1991). Phenolic glucoside and other constituents of Dipsacus laciniatus. Phytochemistry,1991,30(8),2805-2806. [View]

Pubchem: 163058390

Nmrshiftdb2: 70065018

No compound-protein relationship available.

SMILES: C1CCOC=C1C(=O)OC(C2)CC(C23)COC=C3

Level: 1

Mol. Weight: 420.5 g/mol

SMILES: C1CCC(C12)COC=C2

Level: 0

Mol. Weight: 420.5 g/mol

SMILES: C1=COCCC1

Level: 0

Mol. Weight: 420.5 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.7
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.760
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.56

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 0.660
Plasma Protein Binding: 60.37
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: Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 11.470
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -0.070
Biodegradation: Safe
Carcinogenesis: Toxic
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -0.370
Liver Injury II: Toxic
hERG Blockers: Toxic
Daphnia Maga: 6.180
Micronucleos: Safe
NR-AhR: Safe
NR-AR: Safe
NR-AR-LBD: Safe
NR-Aromatase: Safe
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Toxic
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -32.160
Rat (Acute): 3.160
Rat (Chronic Oral): 2.310
Fathead Minnow: 3.920
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 428.040
Hydration Free Energy: -3.950
Log(D) at pH=7.4: 3.110
Log(P): 2.9
Log S: -4.38
Log(Vapor Pressure): -8.14
Melting Point: 85.58
pKa Acid: 9.19
pKa Basic: 4.64

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	3	0.9437
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	3	0.9437
Corticosteroid-binding globulin	P08185	CBG_HUMAN	Homo sapiens	3	0.8484
Corticosteroid-binding globulin	P08185	CBG_HUMAN	Homo sapiens	3	0.8484
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.8265
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.8265
Fatty acid-binding protein, liver	P80226	FABPL_CHICK	Gallus gallus	3	0.8196
Fatty acid-binding protein, liver	P80226	FABPL_CHICK	Gallus gallus	3	0.8196
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	3	0.8085
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	3	0.8085
Cholesterol side-chain cleavage enzyme, mitochondrial	P05108	CP11A_HUMAN	Homo sapiens	3	0.7888
Cholesterol side-chain cleavage enzyme, mitochondrial	P05108	CP11A_HUMAN	Homo sapiens	3	0.7888
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.7785
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.7785
Xylose isomerase	P24300	XYLA_STRRU	Streptomyces rubiginosus	3	0.7759
Xylose isomerase	P24300	XYLA_STRRU	Streptomyces rubiginosus	3	0.7759
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7693
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7693
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	3	0.7632
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	3	0.7632
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.7559
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.7559
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7551
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7551
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7515
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7515
Cytochrome P450 monooxygenase	Q5YNS8	Q5YNS8_NOCFA	Nocardia farcinica	3	0.7389
Cytochrome P450 monooxygenase	Q5YNS8	Q5YNS8_NOCFA	Nocardia farcinica	3	0.7389
Sulfotransferase 2A1	Q06520	ST2A1_HUMAN	Homo sapiens	3	0.7386
Sulfotransferase 2A1	Q06520	ST2A1_HUMAN	Homo sapiens	3	0.7386
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7243
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7243
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial	Q0QF01	SDHA_PIG	Sus scrofa	3	0.7103
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial	Q0QF01	SDHA_PIG	Sus scrofa	3	0.7103
Prolyl tripeptidyl peptidase	Q7MUW6	PTP_PORGI	Porphyromonas gingivalis	2	0.7076
Prolyl tripeptidyl peptidase	Q7MUW6	PTP_PORGI	Porphyromonas gingivalis	2	0.7076
Nuclear receptor subfamily 1 group I member 3	O35627	NR1I3_MOUSE	Mus musculus	3	0.7019
Nuclear receptor subfamily 1 group I member 3	O35627	NR1I3_MOUSE	Mus musculus	3	0.7019
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7009
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7009
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7001
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7001

Download SDF