Methyl-12beta-acetoxysandaracopimarate - Compound Card

Methyl-12beta-acetoxysandaracopimarate

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Methyl-12beta-acetoxysandaracopimarate

Structure
Zoomed Structure
  • Family: Plantae - Cupressaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles COc1cc(C(C)C)c(cc1C)Oc1c(C)c(OC)cc(c1O)C(C)C
InChI InChI=1S/C22H30O4/c1-12(2)16-10-18(24-7)14(5)9-20(16)26-22-15(6)19(25-8)11-17(13(3)4)21(22)23/h9-13,23H,1-8H3
InChIKey ZWFZLZIKCMVVAH-UHFFFAOYSA-N
Formula C22H30O4
HBA 4
HBD 1
MW 358.48
Rotatable Bonds 6
TPSA 47.92
LogP 6.07
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.45
Exact Mass 358.21
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: 251511
Nmrshiftdb2: 60071047

No compound-protein relationship available.

Structure

SMILES: c1ccccc1Oc2ccccc2

Level: 1

Mol. Weight: 358.48 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 358.48 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.67
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.580
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.61

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.450
Plasma Protein Binding
76.75
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
7.570
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.680
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.680
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
6.520
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
3.360
Rat (Acute)
2.080
Rat (Chronic Oral)
2.240
Fathead Minnow
5.140
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
398.090
Hydration Free Energy
-5.870
Log(D) at pH=7.4
4.950
Log(P)
6.27
Log S
-7.16
Log(Vapor Pressure)
-6.19
Melting Point
88.47
pKa Acid
10.37
pKa Basic
5.53
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8562
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8562
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8486
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8486
Bromodomain testis-specific protein Q58F21 BRDT_HUMAN Homo sapiens 3 0.8094
Bromodomain testis-specific protein Q58F21 BRDT_HUMAN Homo sapiens 3 0.8094
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.8027
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.8027
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7943
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7943
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 4 0.7917
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 4 0.7917
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7831
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7831
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7817
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7817
Hepatocyte growth factor receptor P08581 MET_HUMAN Homo sapiens 4 0.7710
Hepatocyte growth factor receptor P08581 MET_HUMAN Homo sapiens 4 0.7710
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7642
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7642
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7611
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7611
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7601
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7601
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7514
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7514
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7423
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7423
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7353
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7353
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7327
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7327
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7227
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7227
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase Q6T1W8 FDTA_ANETH Aneurinibacillus thermoaerophilus 3 0.7185
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase Q6T1W8 FDTA_ANETH Aneurinibacillus thermoaerophilus 3 0.7185
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7179
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7179
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7119
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7119
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7108
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7108
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 3 0.7035
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 3 0.7035

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