Methyl-beta-hydroxy sandaracopimarate - Compound Card

Methyl-beta-hydroxy sandaracopimarate

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Methyl-beta-hydroxy sandaracopimarate

Structure
Zoomed Structure
  • Family: Plantae - Cupressaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles CO[C@H]1C[C@@H]2[C@]([C@@H]3C1=C[C@@](C)(C=C)CC3)(C)CCC[C@@]2(C)C(=O)OC
InChI InChI=1S/C22H34O3/c1-7-20(2)12-9-16-15(14-20)17(24-5)13-18-21(16,3)10-8-11-22(18,4)19(23)25-6/h7,14,16-18H,1,8-13H2,2-6H3/t16-,17-,18+,20-,21+,22+/m0/s1
InChIKey ZUSLUFQEEHEEBP-QPOFKBRPSA-N
Formula C22H34O3
HBA 3
HBD 0
MW 346.51
Rotatable Bonds 3
TPSA 35.53
LogP 4.92
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 25
Formal Charge 0
Fraction CSP3 0.77
Exact Mass 346.25
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Tetraclinis articulata Cupressaceae Plantae 13717

Showing of synonyms

  • Barrero AF, Quılez del Moral JF, et al. (2003). Diterpenoids from Tetraclinis articulata that inhibit various human leukocyte functions. Journal of Natural Products,2003,66(6),844-850. [View] [PubMed]
Pubchem: 162816998
Nmrshiftdb2: 60071046

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C=12)C3C(CC2)CCCC3

Level: 0

Mol. Weight: 346.51 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.49
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.390
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.41

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.980
Plasma Protein Binding
65.31
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
10.570
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.140
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.110
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.810
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
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
-3.240
Rat (Acute)
1.990
Rat (Chronic Oral)
1.730
Fathead Minnow
3.920
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
377.080
Hydration Free Energy
-3.840
Log(D) at pH=7.4
4.750
Log(P)
6.03
Log S
-5.54
Log(Vapor Pressure)
-5.2
Melting Point
100.42
pKa Acid
10.65
pKa Basic
5.89
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8617
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8617
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8110
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8110
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7864
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7864
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7836
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7836
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7806
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7806
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7704
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7704
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7697
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7697
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7450
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7450
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7188
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7188
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7169
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7169
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7158
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7158
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7011
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7011
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7009
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7009

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