10-hydroxy-antirrhinoside - Compound Card

10-hydroxy-antirrhinoside

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10-hydroxy-antirrhinoside

Structure
Zoomed Structure
  • Family: Plantae - Plantaginaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Iridoid Glycoside
Canonical Smiles OC[C@H]1O[C@@H](O[C@@H]2OC=C[C@@]3([C@H]2[C@@]2(O)O[C@H]2[C@H]3O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C14H20O11/c15-3-4-5(16)6(17)7(18)11(23-4)24-12-8-13(20,1-2-22-12)9(19)10-14(8,21)25-10/h1-2,4-12,15-21H,3H2/t4-,5-,6+,7-,8+,9-,10+,11+,12+,13+,14-/m1/s1
InChIKey VDMYAIOWRNGANQ-SCALIJAHSA-N
Formula C14H20O11
HBA 11
HBD 7
MW 364.3
Rotatable Bonds 3
TPSA 181.83
LogP -4.52
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 25
Formal Charge 0
Fraction CSP3 0.86
Exact Mass 364.1
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Anarrhinum pubescens Plantaginaceae Plantae 2026105

Showing of synonyms

  • Mahran E, Hosny M, et al. (2019). New iridoid glycosides from Anarrhinum pubescens. Natural product research, 2019, 33(21), 3057-3064. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C12C(O2)CC3C1C(OC=C3)OC4CCCCO4

Level: 1

Mol. Weight: 364.3 g/mol

Structure

SMILES: C12C(O2)CC3C1COC=C3

Level: 0

Mol. Weight: 364.3 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 364.3 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.49
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.190
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.12

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.680
Plasma Protein Binding
35.73
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
6.120
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.890
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.250
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.460
Micronucleos
Safe
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
-6.700
Rat (Acute)
2.310
Rat (Chronic Oral)
3.580
Fathead Minnow
2.120
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
443.810
Hydration Free Energy
-17.080
Log(D) at pH=7.4
-2.600
Log(P)
-2.96
Log S
-0.63
Log(Vapor Pressure)
-16.08
Melting Point
146.53
pKa Acid
5.79
pKa Basic
3.48
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7520
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7214
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7008

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