4,12-dideoxy(4alpha)phorbol-13-hexadecanoate - Compound Card

4,12-dideoxy(4alpha)phorbol-13-hexadecanoate

Select a section from the left sidebar

4,12-dideoxy(4alpha)phorbol-13-hexadecanoate

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles CCCCCCCCCCCCCCCC(=O)O[C@]12C[C@@H](C)[C@]3([C@H]([C@@H]2[C@@H]1C)C=C(CO)C[C@@H]1[C@H]3C=C(C1=O)C)O
InChI InChI=1S/C35H56O5/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-31(37)40-34-22-25(3)35(39)29-19-24(2)33(38)28(29)20-27(23-36)21-30(35)32(34)26(34)4/h19,21,25-26,28-30,32,36,39H,5-18,20,22-23H2,1-4H3/t25-,26+,28-,29-,30+,32+,34-,35+/m1/s1
InChIKey ZTMBPHULFVDCLC-UNVILXOPSA-N
Formula C35H56O5
HBA 5
HBD 2
MW 556.83
Rotatable Bonds 16
TPSA 83.83
LogP 7.49
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 40
Formal Charge 0
Fraction CSP3 0.83
Exact Mass 556.41
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Euphorbia guyoniana Euphorbiaceae Plantae 1138347

Showing of synonyms

  • Haba H, Lavaud C, et al. (2007). Diterpenoids and triterpenoids from Euphorbia guyoniana. Phytochemistry,2007,68,1255-1260. [View] [PubMed]
Pubchem: 162908821
Nmrshiftdb2: 60062723

No compound-protein relationship available.

Structure

SMILES: C12C(C1)CCC3C4C(C(=O)C=C4)CC=CC23

Level: 0

Mol. Weight: 556.83 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.92
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.44
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-0.53

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.54
Plasma Protein Binding
99.54
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
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
Non-Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
5.85
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.2
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.26
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
6.26
Micronucleos
Safe
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
-4097.29
Rat (Acute)
3.1
Rat (Chronic Oral)
2.43
Fathead Minnow
14.98
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
397.84
Hydration Free Energy
-2.93
Log(D) at pH=7.4
5.3
Log(P)
8.62
Log S
-5.74
Log(Vapor Pressure)
-9.3
Melting Point
99.7
pKa Acid
8.57
pKa Basic
3.25
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8499
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8499
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 3 0.8176
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 3 0.8176
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7665
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7665
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7638
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7638
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7297
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7297
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7203
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7203
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 3 0.7071
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 3 0.7071
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7063
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7063
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7059
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7059
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.7056
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.7056
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7048
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7048
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7048
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7048
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7041
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7041
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7011
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7011
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7009
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7009

Download SDF