(16S,20R)-dihydroxydammar-24-en-3-one - Compound Card

(16S,20R)-dihydroxydammar-24-en-3-one

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(16S,20R)-dihydroxydammar-24-en-3-one

Structure
Zoomed Structure
  • Family: Plantae - Burseraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpenoid
Canonical Smiles CC(=CCC[C@]([C@@H]1CC[C@@]2(C1CC[C@@H]1[C@]2(C)CCC2[C@@]1(C)CCC(=O)C2(C)C)O)(O)C)C
InChI InChI=1S/C29H48O3/c1-19(2)9-8-15-28(7,31)20-12-18-29(32)21(20)10-11-23-26(5)16-14-24(30)25(3,4)22(26)13-17-27(23,29)6/h9,20-23,31-32H,8,10-18H2,1-7H3/t20-,21?,22?,23+,26-,27+,28-,29+/m1/s1
InChIKey LPJMMROMOYEZCX-QEJSXWCZSA-N
Formula C29H48O3
HBA 3
HBD 2
MW 444.7
Rotatable Bonds 4
TPSA 57.53
LogP 6.46
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.9
Exact Mass 444.36
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Commiphora kua Burseraceae Plantae 246356

Showing of synonyms

  • Dekebo A, Dagne E, et al. (2002). Two octanordammarane triterpenes from Commiphora kua. Phytochemistry,2002,59(4),399-403. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC(=O)C4

Level: 0

Mol. Weight: 444.7 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.6
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.57
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.18

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.33
Plasma Protein Binding
84.42
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
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
10.98
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.14
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.59
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
5.44
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
-48.66
Rat (Acute)
2.21
Rat (Chronic Oral)
1.57
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
423.1
Hydration Free Energy
-3.42
Log(D) at pH=7.4
5.42
Log(P)
6.3
Log S
-5.97
Log(Vapor Pressure)
-7.84
Melting Point
172.51
pKa Acid
10.15
pKa Basic
7.25
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9270
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9270
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8693
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8693
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8433
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8433
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8346
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8346
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8176
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8176
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8038
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8038
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7954
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7954
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7937
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7937
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7887
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7887
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7692
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7692
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7687
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7687
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7625
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7625
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7592
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7592
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7586
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7586
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7580
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7580
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7528
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7528
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7523
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7523
Cholesterol side-chain cleavage enzyme, mitochondrial P05108 CP11A_HUMAN Homo sapiens 3 0.7513
Cholesterol side-chain cleavage enzyme, mitochondrial P05108 CP11A_HUMAN Homo sapiens 3 0.7513
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7467
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7467
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7451
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7451
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7393
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7393
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7375
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7375
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7350
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7350
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7349
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7349
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7330
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7330
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7295
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7295
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7228
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7228
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7210
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7210
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7156
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7156
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7138
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7138
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7096
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7096
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7094
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7094
Corticosteroid-binding globulin P31211 CBG_RAT Rattus norvegicus 3 0.7046
Corticosteroid-binding globulin P31211 CBG_RAT Rattus norvegicus 3 0.7046
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7036
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7036
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7027
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7027
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7000
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7000

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