3beta,16beta,20(R)-trihydroxydammar-24-ene acetate - Compound Card

3beta,16beta,20(R)-trihydroxydammar-24-ene acetate

Select a section from the left sidebar

3beta,16beta,20(R)-trihydroxydammar-24-ene acetate

Structure
Zoomed Structure
  • Family: Burseraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Dammarane Triterpene
Canonical Smiles CC(=CCC[C@]([C@H]1[C@@H](O)C[C@@]2(C1CC[C@H]1[C@@]2(C)CCC2[C@]1(C)CC[C@@H](C2(C)C)OC(=O)C)C)(O)C)C
InChI InChI=1S/C32H54O4/c1-20(2)11-10-16-32(9,35)27-22-12-13-25-29(6)17-15-26(36-21(3)33)28(4,5)24(29)14-18-30(25,7)31(22,8)19-23(27)34/h11,22-27,34-35H,10,12-19H2,1-9H3/t22?,23-,24?,25+,26-,27+,29-,30+,31+,32+/m0/s1
InChIKey UFTOFRBXNHVGSX-DSFXRNJNSA-N
Formula C32H54O4
HBA 4
HBD 2
MW 502.78
Rotatable Bonds 5
TPSA 66.76
LogP 7.07
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 36
Formal Charge 0
Fraction CSP3 0.91
Exact Mass 502.4
Number of Lipinski Rule Violations 2
# 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
-4.79
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.37

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.47
Plasma Protein Binding
89.76
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
Inhibitor
CYP 2C19 Substrate
Non-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
3.9
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.33
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.64
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
6.78
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
-239.44
Rat (Acute)
2.42
Rat (Chronic Oral)
1.73
Fathead Minnow
3.95
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
477.31
Hydration Free Energy
-3.02
Log(D) at pH=7.4
5.82
Log(P)
6.98
Log S
-6.51
Log(Vapor Pressure)
-8.6
Melting Point
175.63
pKa Acid
10.77
pKa Basic
7.23
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8660
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8660
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8601
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8601
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8229
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8229
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7983
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7983
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7887
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7887
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 3 0.7865
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 3 0.7865
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7798
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7798
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7592
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7592
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7490
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7490
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 3 0.7442
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 3 0.7442
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7431
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7431
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7326
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7326
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7279
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7279
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7193
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7193
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7078
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7078

Download SDF