Ingol-7,8,12-triacetate-3-phenylacetate - Compound Card

Ingol-7,8,12-triacetate-3-phenylacetate

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Ingol-7,8,12-triacetate-3-phenylacetate

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Ingol Diterpene
Canonical Smiles CC(=O)O[C@@H]1/C(=C/[C@]23O[C@@]3(C[C@@H]([C@@H]2OC(=O)Cc2ccccc2)C)C(=O)[C@@H]([C@@H]([C@@H]2[C@H]([C@@H]1OC(=O)C)C2(C)C)OC(=O)C)C)/C
InChI InChI=1S/C34H42O10/c1-17-15-34-31(43-24(38)14-23-12-10-9-11-13-23)18(2)16-33(34,44-34)30(39)19(3)28(41-21(5)36)25-26(32(25,7)8)29(42-22(6)37)27(17)40-20(4)35/h9-13,15,18-19,25-29,31H,14,16H2,1-8H3/b17-15+/t18-,19+,25-,26+,27+,28-,29-,31-,33-,34-/m0/s1
InChIKey OQJBEOJYSRSTNP-WBTAYDDBSA-N
Formula C34H42O10
HBA 10
HBD 0
MW 610.7
Rotatable Bonds 6
TPSA 134.8
LogP 3.92
Number Rings 5
Number Aromatic Rings 1
Heavy Atom Count 44
Formal Charge 0
Fraction CSP3 0.62
Exact Mass 610.28
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Euphorbia officinarum Euphorbiaceae Plantae 1130835

Showing of synonyms

  • Daoubi M, Marquez N, et al. (2007). Isolation of new phenylacetylingol derivatives that reactivate HIV-1 latency and a novel spirotriterpenoid from Euphorbia officinarum latex. Bioorganic and Medicinal Chemistry,2007,15,4577-4584. [View] [PubMed]
Pubchem: 162817205
Nmrshiftdb2: 70111153

No compound-protein relationship available.

Structure

SMILES: c1ccccc1CC(=O)OC2CCC(C234)(O4)C(=O)CCC5C(C5)CCC=C3

Level: 1

Mol. Weight: 610.7 g/mol

Structure

SMILES: C1CCC(C123)(O3)C=CCCC4C(C4)CCC2=O

Level: 0

Mol. Weight: 610.7 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 610.7 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
-4.59
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
8.88

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.47
Plasma Protein Binding
75.44
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
12.97
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.41
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.83
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
8.59
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
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
-21563.45
Rat (Acute)
4.73
Rat (Chronic Oral)
2.76
Fathead Minnow
48.49
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
205.76
Hydration Free Energy
-2.92
Log(D) at pH=7.4
2.95
Log(P)
4.57
Log S
-5.64
Log(Vapor Pressure)
-7.19
Melting Point
144.45
pKa Acid
6.23
pKa Basic
0.72
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.9161
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.9161
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8842
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8842
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8532
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8532
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8231
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8231
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8057
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8057
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7993
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7993
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7918
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7918
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7910
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7910
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7718
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7718
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7657
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7657
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.7614
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.7614
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7557
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7557
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7533
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7533
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7515
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7515
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7507
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7507
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7498
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7498
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7497
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7497
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7474
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7474
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7454
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7454
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7450
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7450
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7434
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7434
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7361
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7361
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 2 0.7350
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 2 0.7350
Plasma membrane ATPase Q42932 Q42932_NICPL Nicotiana plumbaginifolia 2 0.7348
Plasma membrane ATPase Q42932 Q42932_NICPL Nicotiana plumbaginifolia 2 0.7348
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7317
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7317
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7310
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7310
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7290
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7290
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7288
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7288
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7271
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7271
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7261
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7261
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7246
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7246
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7223
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7223
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7215
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7215
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7189
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7189
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7185
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7185
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7184
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7184
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7162
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7162
Acetyl-CoA carboxylase 2 O00763 ACACB_HUMAN Homo sapiens 3 0.7136
Acetyl-CoA carboxylase 2 O00763 ACACB_HUMAN Homo sapiens 3 0.7136
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7135
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7135
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 3 0.7128
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 3 0.7128
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 2 0.7120
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 2 0.7120
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7094
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7094
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 2 0.7079
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 2 0.7079
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7058
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7058
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7055
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7055
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7039
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7039
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7031
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7031

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