Sandaracopimaric acid - Compound Card

Sandaracopimaric acid

Select a section from the left sidebar

Sandaracopimaric acid

Structure
Zoomed Structure
  • Family: Plantae - Cupressaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles CCC1(C)CCC2C(=C1)CCC1C2(C)CCCC1(C)C(=O)O
InChI InChI=1S/C20H32O2/c1-5-18(2)12-9-15-14(13-18)7-8-16-19(15,3)10-6-11-20(16,4)17(21)22/h13,15-16H,5-12H2,1-4H3,(H,21,22)
InChIKey BOZVXNYLOGJCKG-UHFFFAOYSA-N
Formula C20H32O2
HBA 1
HBD 1
MW 304.47
Rotatable Bonds 2
TPSA 37.3
LogP 5.43
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.85
Exact Mass 304.24
Number of Lipinski Rule Violations 1
# 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: 220339
Nmrshiftdb2: 60071042
CPRiL: 276794
Structure

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

Level: 0

Mol. Weight: 304.47 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.5
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.5
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.39

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.02
Plasma Protein Binding
36.91
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
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
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
2.46
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.76
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.64
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
2.94
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
3.35
Rat (Acute)
2.16
Rat (Chronic Oral)
1.98
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
346.49
Hydration Free Energy
-3.12
Log(D) at pH=7.4
3.07
Log(P)
5.92
Log S
-5.27
Log(Vapor Pressure)
-5.93
Melting Point
149.5
pKa Acid
6.01
pKa Basic
8.5
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 4 0.8930
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 4 0.8930
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 4 0.8795
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 4 0.8795
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8475
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8475
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.8454
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.8454
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.8244
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.8244
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8100
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8100
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7798
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7798
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7664
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7664
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7639
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7639
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7637
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7637
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7493
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7493
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7492
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7492
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7435
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7435
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7432
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7432
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7188
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7188
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 3 0.7118
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 3 0.7118
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7092
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7092

Download SDF