Jolkinolide E - Compound Card

Jolkinolide E

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Jolkinolide E

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpenoid
Canonical Smiles O=C1O[C@H]2C(=C1C)C=C1[C@@H](C2)[C@]2(C)CCCC([C@H]2CC1)(C)C
InChI InChI=1S/C20H28O2/c1-12-14-10-13-6-7-17-19(2,3)8-5-9-20(17,4)15(13)11-16(14)22-18(12)21/h10,15-17H,5-9,11H2,1-4H3/t15-,16-,17-,20+/m1/s1
InChIKey ZXEVPUOHSXARBR-VIPLHTEESA-N
Formula C20H28O2
HBA 2
HBD 0
MW 300.44
Rotatable Bonds 0
TPSA 26.3
LogP 4.8
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.75
Exact Mass 300.21
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Euphorbia bupleuroides Euphorbiaceae Plantae 1532838

Showing of synonyms

  • Aichour S, Haba H, et al. (2014). Terpenoids and other constituents from Euphorbia bupleuroides. Phytochemistry,2014,10,198-203. [View]
Pubchem: 5318716
Nmrshiftdb2: 60061545

No compound-protein relationship available.

Structure

SMILES: C1C(=O)OC(C=12)CC3C(=C2)CCC4C3CCCC4

Level: 0

Mol. Weight: 300.44 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.73
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.38
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.74

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.15
Plasma Protein Binding
62.22
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
12.01
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.2
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.38
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.88
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
-0.18
Rat (Acute)
1.76
Rat (Chronic Oral)
1.58
Fathead Minnow
3.92
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
377.34
Hydration Free Energy
-2.18
Log(D) at pH=7.4
4.66
Log(P)
4.81
Log S
-5.35
Log(Vapor Pressure)
-5.37
Melting Point
103.27
pKa Acid
10.87
pKa Basic
7.37
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8851
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8851
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8575
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8575
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.8355
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.8355
Cellular retinol-binding protein type II Q8UVG6 Q8UVG6_DANRE Danio rerio 3 0.8117
Cellular retinol-binding protein type II Q8UVG6 Q8UVG6_DANRE Danio rerio 3 0.8117
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7987
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7987
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7946
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7946
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7888
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7888
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7810
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7810
Retinaldehyde-binding protein 1 P12271 RLBP1_HUMAN Homo sapiens 4 0.7671
Retinaldehyde-binding protein 1 P12271 RLBP1_HUMAN Homo sapiens 4 0.7671
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7655
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7655
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7654
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7654
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7415
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7415
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7373
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7373
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7303
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7303
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7235
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7235
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7087
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7087

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