Ent-3,13E-clerodadiene-15-formate - Compound Card

Ent-3,13E-clerodadiene-15-formate

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Ent-3,13E-clerodadiene-15-formate

Structure
Zoomed Structure
  • Family: Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles O=COC/C=C(/CC[C@@]1(C)[C@H](CO)CC[C@@]2([C@@H]1CCC=C2C)C)\C
InChI InChI=1S/C21H34O3/c1-16(10-13-24-15-23)8-11-21(4)18(14-22)9-12-20(3)17(2)6-5-7-19(20)21/h6,10,15,18-19,22H,5,7-9,11-14H2,1-4H3/b16-10+/t18-,19-,20-,21-/m0/s1
InChIKey TYLNSBYKSLTQOZ-NAEWIDAPSA-N
Formula C21H34O3
HBA 3
HBD 1
MW 334.5
Rotatable Bonds 7
TPSA 46.53
LogP 4.66
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.76
Exact Mass 334.25
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Croton sylvaticus Euphorbiaceae Plantae 992677

Showing of synonyms

  • Ndunda B, Langat MK, et al. (2015). Diterpenoid derivatives of Kenyan Croton sylvaticus.. Natural Product Communications,2015,10(4),557-558. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1=CCCC(C12)CCCC2

Level: 0

Mol. Weight: 136.24 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.85
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.32
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.81

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.82
Plasma Protein Binding
69.46
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
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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.57
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.92
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.21
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.13
Micronucleos
Safe
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
-0.02
Rat (Acute)
2.02
Rat (Chronic Oral)
1.63
Fathead Minnow
4.13
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
375.92
Hydration Free Energy
-4.57
Log(D) at pH=7.4
3.82
Log(P)
4.88
Log S
-5.11
Log(Vapor Pressure)
-6.11
Melting Point
77.43
pKa Acid
10.73
pKa Basic
5.91
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.9451
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.9451
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.9408
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.9408
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.9270
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.9270
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.9104
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.9104
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.8878
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.8878
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8663
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8663
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8559
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8559
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8321
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8321
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8293
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8293
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8271
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8271
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8247
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8247
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8243
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8243
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8201
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8201
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7956
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7956
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7944
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7944
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7929
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7929
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7922
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7922
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7862
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7862
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7802
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7802
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7798
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7798
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7797
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7797
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 3 0.7715
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 3 0.7715
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7672
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7672
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7641
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7641
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7631
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7631
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7614
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7614
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7610
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7610
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7559
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7559
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7551
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7551
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7475
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7475
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7469
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7469
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7443
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7443
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7433
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7433
Ferrichrome outer membrane transporter/phage receptor P06971 FHUA_ECOLI Escherichia coli 3 0.7407
Ferrichrome outer membrane transporter/phage receptor P06971 FHUA_ECOLI Escherichia coli 3 0.7407
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7376
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7376
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7303
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7303
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7243
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7243
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7229
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7229
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7177
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7177
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7174
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7174
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7159
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7159
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7143
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7143
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 2 0.7134
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 2 0.7134
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7123
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7123
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7122
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7122
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7111
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7111
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7098
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7098
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7016
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7016

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