(20S)-3beta-acetoxy-12beta,16beta-trihydroxydammar-24-ene - Compound Card

(20S)-3beta-acetoxy-12beta,16beta-trihydroxydammar-24-ene

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(20S)-3beta-acetoxy-12beta,16beta-trihydroxydammar-24-ene

Structure
Zoomed Structure
  • Family: Plantae - Burseraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Dammarane Triterpene
Canonical Smiles CC(=CCC[C@@H]([C@H]1[C@@H](O)C[C@]2([C@@H]1[C@H](O)C[C@H]1[C@H]2CCC2[C@]1(C)CC[C@](C2(C)C)(O)OC(=O)C)C)C)C
InChI InChI=1S/C31H52O5/c1-18(2)10-9-11-19(3)26-24(34)17-30(8)21-12-13-25-28(5,6)31(35,36-20(4)32)15-14-29(25,7)22(21)16-23(33)27(26)30/h10,19,21-27,33-35H,9,11-17H2,1-8H3/t19-,21+,22-,23+,24-,25?,26-,27+,29+,30+,31-/m0/s1
InChIKey DVDJXVIWDVBGMH-ZCELIMKMSA-N
Formula C31H52O5
HBA 5
HBD 3
MW 504.75
Rotatable Bonds 5
TPSA 86.99
LogP 5.86
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 36
Formal Charge 0
Fraction CSP3 0.9
Exact Mass 504.38
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Commiphora confusa Burseraceae Plantae 43868

Showing of synonyms

  • Manguro LO, Ugi I, et al. (2003). Dammarane triterpenes of Commiphora confusa resin. Chemical and Pharmaceutical Bulletin,2003,51(5),483-486. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC3C2CCC4C3CCCC4

Level: 0

Mol. Weight: 504.75 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.88
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.85
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.61

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.32
Plasma Protein Binding
90.61
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
4.4
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.45
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.58
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
6.79
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
Safe
T. Pyriformis
-261.64
Rat (Acute)
3.34
Rat (Chronic Oral)
2.02
Fathead Minnow
3.99
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
466.24
Hydration Free Energy
-3.02
Log(D) at pH=7.4
5.22
Log(P)
6.39
Log S
-5.61
Log(Vapor Pressure)
-8.65
Melting Point
179.24
pKa Acid
8.12
pKa Basic
6.56
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8360
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8360
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8168
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8168
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7781
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7781
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7781
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7781
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7734
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7734
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7720
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7720
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7696
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7696
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7588
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7588
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7493
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7493
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7456
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7456
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7290
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7290
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7251
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7251
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7213
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7213
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7100
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7100

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