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

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

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

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles CC(=O)OC[C@]12[C@H](OC(=O)C)C[C@H]3[C@@H]([C@H]2[C@](C)(OC(=O)C)C(=O)[C@@]2([C@@H]([C@H]1OC(=O)C(C)C)[C@@H](OC(=O)C(C)C)[C@H](C2)C)O)C3(C)C
InChI InChI=1S/C34H50O12/c1-15(2)28(38)44-25-17(5)13-34(41)24(25)27(45-29(39)16(3)4)33(14-42-18(6)35)22(43-19(7)36)12-21-23(31(21,9)10)26(33)32(11,30(34)40)46-20(8)37/h15-17,21-27,41H,12-14H2,1-11H3/t17-,21-,22+,23-,24+,25-,26-,27+,32-,33+,34+/m0/s1
InChIKey YBHLSCJIKGKDHD-RCOTXHLPSA-N
Formula C34H50O12
HBA 12
HBD 1
MW 650.76
Rotatable Bonds 8
TPSA 168.8
LogP 3.19
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 46
Formal Charge 0
Fraction CSP3 0.82
Exact Mass 650.33
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]

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 650.76 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.17
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.67
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
8.43

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.37
Plasma Protein Binding
96.36
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
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
5.41
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
0.57
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
7.49
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Toxic
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
-20272.15
Rat (Acute)
4.22
Rat (Chronic Oral)
2.98
Fathead Minnow
44.44
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
224.76
Hydration Free Energy
-2.92
Log(D) at pH=7.4
3.11
Log(P)
4.17
Log S
-5.28
Log(Vapor Pressure)
-8.71
Melting Point
214.4
pKa Acid
8.42
pKa Basic
0.92

No predicted protein targets found for this compound.

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