Cycloart-23Z-ene-3beta,25-diol - Compound Card

Cycloart-23Z-ene-3beta,25-diol

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Cycloart-23Z-ene-3beta,25-diol

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpenoid
Canonical Smiles C[C@H](O[C@H]1CC[C@]23C(C1(C)C)CCC1[C@@]3(C2)CC[C@]2([C@@]1(C)CC[C@@H]2C)C)C/C=C\C(O)(C)C
InChI InChI=1S/C31H52O2/c1-21-13-16-29(8)24-12-11-23-27(5,6)25(33-22(2)10-9-15-26(3,4)32)14-17-30(23)20-31(24,30)19-18-28(21,29)7/h9,15,21-25,32H,10-14,16-20H2,1-8H3/b15-9-/t21-,22-,23?,24?,25-,28+,29-,30+,31-/m0/s1
InChIKey XAZUSEKHUAZKNO-BZMZKZLRSA-N
Formula C31H52O2
HBA 2
HBD 1
MW 456.76
Rotatable Bonds 5
TPSA 29.46
LogP 7.94
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 0.94
Exact Mass 456.4
Number of Lipinski Rule Violations 1
# 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: 162817210
Nmrshiftdb2: 60061544

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C1(C234)C2)CCC3C5C(CC4)CCC5

Level: 0

Mol. Weight: 456.76 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.78
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.49
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)
1.58
Plasma Protein Binding
85.25
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
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
7.54
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.04
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.53
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.88
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
-113.78
Rat (Acute)
2.6
Rat (Chronic Oral)
1.65
Fathead Minnow
4.09
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
423.02
Hydration Free Energy
-2.89
Log(D) at pH=7.4
6.7
Log(P)
7.42
Log S
-6.91
Log(Vapor Pressure)
-7.36
Melting Point
172.6
pKa Acid
12.64
pKa Basic
8.36
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9207
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9207
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8086
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8086
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7611
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7611
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7434
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7434
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.7266
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.7266
Hemolymph juvenile hormone binding protein Q9U556 Q9U556_BOMMO Bombyx mori 4 0.7235
Hemolymph juvenile hormone binding protein Q9U556 Q9U556_BOMMO Bombyx mori 4 0.7235
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.7206
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.7206
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7144
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7144
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7009
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7009

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