3beta,16beta,20(S),25-tetrahydroxydammar-23-ene - Compound Card

3beta,16beta,20(S),25-tetrahydroxydammar-23-ene

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3beta,16beta,20(S),25-tetrahydroxydammar-23-ene

Structure
Zoomed Structure
  • Family: Burseraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Dammarane Triterpene
Canonical Smiles O[C@H]1C[C@@]2(C(C1[C@@](C/C=C/C(O)(C)C)(O)C)CC[C@H]1[C@H]2CCC2[C@]1(C)CC[C@@H](C2(C)C)O)C
InChI InChI=1S/C29H50O4/c1-25(2,32)14-8-15-29(7,33)24-20-10-9-18-19(28(20,6)17-21(24)30)11-12-22-26(3,4)23(31)13-16-27(18,22)5/h8,14,18-24,30-33H,9-13,15-17H2,1-7H3/b14-8+/t18-,19+,20?,21-,22?,23-,24?,27+,28-,29+/m0/s1
InChIKey WYWHMKHZMYSKLW-MWNPLJJLSA-N
Formula C29H50O4
HBA 4
HBD 4
MW 462.72
Rotatable Bonds 4
TPSA 80.92
LogP 5.08
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 0.93
Exact Mass 462.37
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Commiphora kua Burseraceae Plantae 246356

Showing of synonyms

  • Manguro LO, Ugi I, et al. (2003). Further bisabolenes and dammarane triterpenes of Commiphora kua resin.. Chemical and Pharmaceutical Bulletin,2003,51(5),479-482. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC3C2CCC4C3CCCC4

Level: 0

Mol. Weight: 232.41 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.86
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.72
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.36

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.06
Plasma Protein Binding
74.67
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
7.71
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.34
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.56
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.1
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
Toxic
T. Pyriformis
-62.57
Rat (Acute)
3.51
Rat (Chronic Oral)
2.04
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
453.15
Hydration Free Energy
-3.0
Log(D) at pH=7.4
4.36
Log(P)
5.18
Log S
-5.47
Log(Vapor Pressure)
-8.76
Melting Point
215.14
pKa Acid
10.26
pKa Basic
8.0
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9107
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9107
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8855
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8855
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8651
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8651
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 3 0.8451
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 3 0.8451
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8045
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8045
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8010
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8010
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7794
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7794
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7787
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7787
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7617
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7617
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7592
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7592
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7502
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7502
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7307
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7307
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7253
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7253
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7243
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7243
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7218
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7218
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7191
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7191
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7186
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7186
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7172
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7172
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7131
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7131
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7052
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7052
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7034
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7034

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