3-O-[6′-O-palmitoyl-beta-D-glucosyl]-spinasta-7,22(23)-diene - Compound Card

3-O-[6′-O-palmitoyl-beta-D-glucosyl]-spinasta-7,22(23)-diene

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3-O-[6′-O-palmitoyl-beta-D-glucosyl]-spinasta-7,22(23)-diene

Structure
Zoomed Structure
  • Family: Plantae - Myrsinaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene Glycoside
Canonical Smiles CCCCCCCCCCCCCCCCC(=O)OCC1OC(O[C@H]2CC[C@]3(C(C2)CC=C2C3CC[C@]3(C2CCC3[C@@H](/C=C/[C@H](C(C)C)CC)C)C)C)C(C(C1O)O)O
InChI InChI=1S/C52H90O7/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-23-46(53)57-35-45-47(54)48(55)49(56)50(59-45)58-40-30-32-51(6)39(34-40)26-27-41-43-29-28-42(52(43,7)33-31-44(41)51)37(5)24-25-38(9-2)36(3)4/h24-25,27,36-40,42-45,47-50,54-56H,8-23,26,28-35H2,1-7H3/b25-24+/t37-,38-,39?,40+,42?,43?,44?,45?,47?,48?,49?,50?,51+,52-/m1/s1
InChIKey HCUWBRRJCRHCSO-NEUCVVNWSA-N
Formula C52H90O7
HBA 7
HBD 3
MW 827.29
Rotatable Bonds 24
TPSA 105.45
LogP 12.05
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 59
Formal Charge 0
Fraction CSP3 0.9
Exact Mass 826.67
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Embelia rowlandii Myrsinaceae Plantae 459628

Showing of synonyms

  • Bouzeko ILT, Ndontsa BL, et al. (2019). A new alkylbenzoquinone from Embelia rowlandii Gilg. (Myrsinaceae).. Natural product research,2019, 33(13), 1909-1915. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC3C2=CCC4C3CCC(C4)OC5CCCCO5

Level: 1

Mol. Weight: 827.29 g/mol

Structure

SMILES: C1CCC(C12)CCC3C2=CCC4C3CCCC4

Level: 0

Mol. Weight: 827.29 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 827.29 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.95
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
154.39
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
20857.89

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.92
Plasma Protein Binding
83.08
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
2.43
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Toxic
Bioconcentration Factor
-485.86
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.53
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
4.63
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
-37861235.77
Rat (Acute)
2.61
Rat (Chronic Oral)
3.32
Fathead Minnow
47799.88
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
4256320.34
Hydration Free Energy
-2.92
Log(D) at pH=7.4
7.48
Log(P)
15.14
Log S
-6.41
Log(Vapor Pressure)
-140049.78
Melting Point
93.95
pKa Acid
-952.67
pKa Basic
8.1
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.9164
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7302
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7018

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