Taraxast-20-ene-3beta,30-diol - Compound Card

Taraxast-20-ene-3beta,30-diol

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Taraxast-20-ene-3beta,30-diol

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene
Canonical Smiles O/C=C/1\CC[C@]2([C@@H]([C@H]1C)[C@@H]1CC[C@@H]3[C@@]([C@@]1(CC2)C)(C)CCC1[C@]3(C)CC[C@@H](C1(C)C)O)C
InChI InChI=1S/C30H50O2/c1-19-20(18-31)10-13-27(4)16-17-29(6)21(25(19)27)8-9-23-28(5)14-12-24(32)26(2,3)22(28)11-15-30(23,29)7/h18-19,21-25,31-32H,8-17H2,1-7H3/b20-18+/t19-,21-,22?,23-,24-,25-,27+,28-,29+,30+/m0/s1
InChIKey FKOHDMCBBJCJTR-RRQKKLPUSA-N
Formula C30H50O2
HBA 2
HBD 2
MW 442.73
Rotatable Bonds 0
TPSA 40.46
LogP 7.91
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.93
Exact Mass 442.38
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Launaea arborescens Asteraceae Plantae 43199

Showing of synonyms

  • Bitam F, Ciavatta ML, et al. (2008). Chemical characterisation of the terpenoid constituents of the Algerian plant Launaea arborescens. Phytochemistry,2008,69,2984-2992. [View] [PubMed]
Pubchem: 162816894
Nmrshiftdb2: 70022804

No compound-protein relationship available.

Structure

SMILES: C=C(C1)CCC(CC2)C1C3CCC(C4C23)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 442.73 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.82
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.36
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.89

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.49
Plasma Protein Binding
85.66
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.71
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.07
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.68
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
5.63
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
Toxic
T. Pyriformis
-62.6
Rat (Acute)
2.4
Rat (Chronic Oral)
1.62
Fathead Minnow
3.92
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
422.6
Hydration Free Energy
-2.73
Log(D) at pH=7.4
7.36
Log(P)
7.13
Log S
-7.02
Log(Vapor Pressure)
-8.73
Melting Point
252.71
pKa Acid
12.63
pKa Basic
7.7
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7863
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7863
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 4 0.7785
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 4 0.7785
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7765
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7765
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7652
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7652
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7616
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7616
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7519
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7519
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7320
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7320
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.7278
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.7278
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7243
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7243
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7156
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7156
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7140
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7140
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7127
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7127

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