6-O-nerol-8-oylantirrinoside - Compound Card

6-O-nerol-8-oylantirrinoside

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6-O-nerol-8-oylantirrinoside

Structure
Zoomed Structure
  • Family: Plantae - Plantaginaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Monoterpene
Canonical Smiles [C@H]12[C@]3(O[C@H]3[C@@H]([C@@]1(C=COC2OC1C(C(C(C(O1)CO)O)O)O)O)OC(=O)/C(=C/CC/C(=C/CO)/C)/C)C
InChI InChI=1S/C25H36O12/c1-12(7-9-26)5-4-6-13(2)21(31)35-20-19-24(3,37-19)18-23(33-10-8-25(18,20)32)36-22-17(30)16(29)15(28)14(11-27)34-22/h6-8,10,14-20,22-23,26-30,32H,4-5,9,11H2,1-3H3/b12-7+,13-6+/t14?,15?,16?,17?,18-,19-,20-,22?,23?,24+,25-/m0/s1
InChIKey FDJDEDBOZYHHNN-JYZOBQNGSA-N
Formula C25H36O12
HBA 12
HBD 6
MW 528.55
Rotatable Bonds 9
TPSA 187.9
LogP -1.23
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 37
Formal Charge 0
Fraction CSP3 0.72
Exact Mass 528.22
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Anarrhinum pedatum Plantaginaceae Plantae 2500742

Showing of synonyms

  • Beladjila K.A, Berrehal D, et al. (2019). Antiangiogenic Activity of Compounds Isolated from Anarrhinum pedatum. Journal of natural products, 2019, 82(3), 510-519. [View] [PubMed]

No compound-protein relationship available.

Structure

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

Level: 1

Mol. Weight: 528.55 g/mol

Structure

SMILES: C12C(O2)CC3C1COC=C3

Level: 0

Mol. Weight: 528.55 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 528.55 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.48
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.9
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.5

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.79
Plasma Protein Binding
30.49
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
5.73
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.54
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.72
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.67
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
-889.61
Rat (Acute)
2.86
Rat (Chronic Oral)
3.36
Fathead Minnow
3.76
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
494.89
Hydration Free Energy
-3.16
Log(D) at pH=7.4
-0.56
Log(P)
0.04
Log S
-1.96
Log(Vapor Pressure)
-12.01
Melting Point
114.75
pKa Acid
5.66
pKa Basic
2.69
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8498
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7720
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7510
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7481
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7465
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7351
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 2 0.7342
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7321
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7256
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 2 0.7244
Muconolactone Delta-isomerase Q8G9L0 Q8G9L0_RHOOP Rhodococcus opacus 2 0.7234
Carnitine O-acetyltransferase P47934 CACP_MOUSE Mus musculus 2 0.7195
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 2 0.7171
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7095
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7044

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