Premyrsinol-3-propanoate-5-isobutyrate-7,13-triacetate-17- nicotinate - Compound Card

Premyrsinol-3-propanoate-5-isobutyrate-7,13-triacetate-17- nicotinate

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Premyrsinol-3-propanoate-5-isobutyrate-7,13-triacetate-17- nicotinate

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles CCC(=O)O[C@H]1[C@@H](C)C[C@]2([C@H]1[C@@H](OC(=O)C(C)C)[C@]1(COC(=O)c3cccnc3)[C@H](OC(=O)C)C[C@H]3[C@@H]([C@H]1[C@](C2=O)(C)OC(=O)C)C3(C)C)O
InChI InChI=1S/C37H49NO12/c1-10-25(41)48-28-19(4)15-37(45)27(28)30(49-31(42)18(2)3)36(17-46-32(43)22-12-11-13-38-16-22)24(47-20(5)39)14-23-26(34(23,7)8)29(36)35(9,33(37)44)50-21(6)40/h11-13,16,18-19,23-24,26-30,45H,10,14-15,17H2,1-9H3/t19-,23-,24+,26-,27+,28-,29-,30+,35-,36+,37+/m0/s1
InChIKey KRURFYCUEYWTFI-BGAPUMCSSA-N
Formula C37H49NO12
HBA 13
HBD 1
MW 699.79
Rotatable Bonds 9
TPSA 181.69
LogP 3.63
Number Rings 5
Number Aromatic Rings 1
Heavy Atom Count 50
Formal Charge 0
Fraction CSP3 0.7
Exact Mass 699.33
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Euphorbia sanctae-catharinae Euphorbiaceae Plantae 3990

Showing of synonyms

  • Hegazy M.F, Hamed A.R, et al. (2018). Euphosantianane A–D: Antiproliferative premyrsinane diterpenoids from the endemic Egyptian plant Euphorbia sanctae-atharinae. Molecules, 2018, 23(9), 2221. [View] [PubMed]
Pubchem: 10794821
Nmrshiftdb2: 70001224

No compound-protein relationship available.

Structure

SMILES: c1ncccc1C(=O)OCC23C(C4C(C4)CC2)CC(=O)C5C(C3)CCC5

Level: 1

Mol. Weight: 699.79 g/mol

Structure

SMILES: C12C(C1)CCC3C2CC(=O)C4C(C3)CCC4

Level: 0

Mol. Weight: 699.79 g/mol

Structure

SMILES: c1ccncc1

Level: 0

Mol. Weight: 699.79 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.31
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.07
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
133.39

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.33
Plasma Protein Binding
99.26
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
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
8.76
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.33
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.52
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.51
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Toxic
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-246385.74
Rat (Acute)
3.97
Rat (Chronic Oral)
2.95
Fathead Minnow
324.26
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
21935.35
Hydration Free Energy
-2.92
Log(D) at pH=7.4
2.86
Log(P)
3.83
Log S
-5.25
Log(Vapor Pressure)
-742.96
Melting Point
207.96
pKa Acid
5.32
pKa Basic
1.68
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.9328
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7845
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7832
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7079

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