(20R)-3beta-acetoxy-16beta-dihydroxydammar-24-ene - Compound Card

(20R)-3beta-acetoxy-16beta-dihydroxydammar-24-ene

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(20R)-3beta-acetoxy-16beta-dihydroxydammar-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(C1CC[C@H]1[C@H]2CCC2[C@]1(C)CC[C@](C2(C)C)(O)OC(=O)C)C)C)C
InChI InChI=1S/C31H52O4/c1-19(2)10-9-11-20(3)27-24-13-12-22-23(30(24,8)18-25(27)33)14-15-26-28(5,6)31(34,35-21(4)32)17-16-29(22,26)7/h10,20,22-27,33-34H,9,11-18H2,1-8H3/t20-,22+,23-,24?,25+,26?,27-,29-,30-,31+/m1/s1
InChIKey KCLUDPMNXPYXIZ-LOIYTUIVSA-N
Formula C31H52O4
HBA 4
HBD 2
MW 488.75
Rotatable Bonds 5
TPSA 66.76
LogP 6.89
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 35
Formal Charge 0
Fraction CSP3 0.9
Exact Mass 488.39
Number of Lipinski Rule Violations 1
# 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: 488.75 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.86
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.73
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.76

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.63
Plasma Protein Binding
87.37
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
4.21
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.48
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.0
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
6.94
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Toxic
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-180.45
Rat (Acute)
2.27
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
460.17
Hydration Free Energy
-2.86
Log(D) at pH=7.4
6.21
Log(P)
7.3
Log S
-6.55
Log(Vapor Pressure)
-8.24
Melting Point
183.58
pKa Acid
9.57
pKa Basic
6.87
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 0.9344
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9344
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8337
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8337
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8304
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8304
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8095
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8095
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8053
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8053
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8030
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8030
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7803
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7803
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7690
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7690
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7684
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7684
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7425
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7425
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7309
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7309
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7249
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7249
Nuclear receptor ROR-alpha P35398 RORA_HUMAN Homo sapiens 5 0.7230
Nuclear receptor ROR-alpha P35398 RORA_HUMAN Homo sapiens 5 0.7230
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7079
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7079
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7075
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7075

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