Trachyloban-19-oic acid - Compound Card

Trachyloban-19-oic acid

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Trachyloban-19-oic acid

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles OC(=O)[C@@]1(C)CCC[C@@]2([C@@H]1CC[C@]13[C@H]2C[C@@H]2[C@H](C1)[C@@]2(C3)C)C
InChI InChI=1S/C20H30O2/c1-17-6-4-7-18(2,16(21)22)14(17)5-8-20-10-13-12(9-15(17)20)19(13,3)11-20/h12-15H,4-11H2,1-3H3,(H,21,22)/t12-,13+,14+,15+,17-,18+,19-,20+/m1/s1
InChIKey FLGAFUAMEXILLB-BCXNIRJGSA-N
Formula C20H30O2
HBA 1
HBD 1
MW 302.46
Rotatable Bonds 1
TPSA 37.3
LogP 4.73
Number Rings 6
Number Aromatic Rings 0
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.95
Exact Mass 302.22
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Croton macrostachyus Euphorbiaceae Plantae 1704622

Showing of synonyms

  • Yibralign Z, Fiseha A. (2007). Phytochemical investigation on the stem bark of Croton macrostachyus (Bisana). M.Sc. Thesis, Addis Ababa University, Ethiopia,2007. [View] [PubMed]
Pubchem: 57376411
Nmrshiftdb2: 70005879

No compound-protein relationship available.

Structure

SMILES: C1C2C(C3)C2CC(C134)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 302.46 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.73
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.44
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.42

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.48
Plasma Protein Binding
84.15
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
Non-Substrate
CYP 2C9 Inhibitor
Non-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
5.88
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.2
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.73
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
3.6
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-1.81
Rat (Acute)
2.29
Rat (Chronic Oral)
2.03
Fathead Minnow
3.79
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
375.38
Hydration Free Energy
-1.72
Log(D) at pH=7.4
3.32
Log(P)
4.74
Log S
-5.46
Log(Vapor Pressure)
-7.07
Melting Point
220.47
pKa Acid
4.48
pKa Basic
8.57
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8958
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8958
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8465
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8465
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8361
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8361
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8360
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8360
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8314
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8314
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.8191
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.8191
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.8049
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.8049
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8014
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8014
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7785
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7785
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7783
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7783
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7752
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7752
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 4 0.7724
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 4 0.7724
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7508
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7508
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 4 0.7437
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 4 0.7437
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.7386
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.7386
Nuclear receptor coactivator 2 Q15596 NCOA2_HUMAN Homo sapiens 3 0.7375
Nuclear receptor coactivator 2 Q15596 NCOA2_HUMAN Homo sapiens 3 0.7375
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7348
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7348
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7336
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7336
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7309
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7309
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7233
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7233
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7173
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7173
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7167
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7167
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7154
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7154
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7141
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7141
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7116
4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase P9WNH5 HSAD_MYCTU Mycobacterium tuberculosis 3 0.7116
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7116
4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase P9WNH5 HSAD_MYCTU Mycobacterium tuberculosis 3 0.7116
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7108
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7108
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7065
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7065
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7056
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7056

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