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

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

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(20R)-3beta,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(C1CC[C@H]1[C@H]2CCC2[C@]1(C)CCC(C2(C)C)(O)O)C)C)C
InChI InChI=1S/C29H50O3/c1-18(2)9-8-10-19(3)25-22-12-11-20-21(28(22,7)17-23(25)30)13-14-24-26(4,5)29(31,32)16-15-27(20,24)6/h9,19-25,30-32H,8,10-17H2,1-7H3/t19-,20+,21-,22?,23+,24?,25-,27-,28-/m1/s1
InChIKey IBHWSVWTPSOQPK-QGGUBXCKSA-N
Formula C29H50O3
HBA 3
HBD 3
MW 446.72
Rotatable Bonds 4
TPSA 60.69
LogP 6.32
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.93
Exact Mass 446.38
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: 446.72 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.91
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.61
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.64

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.42
Plasma Protein Binding
81.88
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
7.22
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.25
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.99
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
5.18
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
-46.55
Rat (Acute)
1.98
Rat (Chronic Oral)
1.66
Fathead Minnow
3.9
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
473.26
Hydration Free Energy
-3.88
Log(D) at pH=7.4
5.53
Log(P)
7.01
Log S
-5.97
Log(Vapor Pressure)
-8.73
Melting Point
195.97
pKa Acid
10.72
pKa Basic
8.23
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 0.9429
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9429
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8269
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8269
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8048
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8048
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7925
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7925
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7890
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7890
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7871
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7871
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7726
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7726
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7683
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7683
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7680
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7680
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7637
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7637
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7618
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7618
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7558
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7558
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7384
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7384
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7372
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7372
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7347
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7347
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7319
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7319
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7290
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7290
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 4 0.7284
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 4 0.7284
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7211
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7211
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.7166
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.7166
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7100
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7100
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7098
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7098
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7027
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7027
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 4 0.7007
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 4 0.7007

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