Duva-3,6,8,13-tetraen-5alpha-ol-1-acetate - Compound Card

Duva-3,6,8,13-tetraen-5alpha-ol-1-acetate

Select a section from the left sidebar

Duva-3,6,8,13-tetraen-5alpha-ol-1-acetate

Structure
Zoomed Structure
  • Family: Plantae - Burseraceae
  • Kingdom: Plantae
  • Class: Cyclic Compound
    • Subclass: Unsaturated Cyclocompound
Canonical Smiles CC(=O)O[C@@]1(C)C/C=C/[C@@](C)(O)/C=C/C=C\CCC(/C=C/1)C(C)C
InChI InChI=1S/C21H32O3/c1-17(2)19-11-8-6-7-9-13-20(4,23)14-10-15-21(5,16-12-19)24-18(3)22/h6-7,9-10,12-14,16-17,19,23H,8,11,15H2,1-5H3/b7-6-,13-9+,14-10+,16-12+/t19?,20-,21-/m0/s1
InChIKey XWDGOJOQJBOJOE-SJPFHFMWSA-N
Formula C21H32O3
HBA 3
HBD 1
MW 332.48
Rotatable Bonds 2
TPSA 46.53
LogP 4.74
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.57
Exact Mass 332.24
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Boswellia species Burseraceae Plantae 173701

Showing of synonyms

  • Melese A, Dagne E. (2007). Phytochemical investigation of the resins of Boswellia species collected from Kebtele area in Agew-Awi (Gojjam). M.Sc. Thesis, Addis Ababa University, Ethiopia, 2007. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1=CCC=CCCC=CCCCC=C1

Level: 0

Mol. Weight: 332.48 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.66
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.31
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.54

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.76
Plasma Protein Binding
72.51
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
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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
4.49
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.96
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.61
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.83
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-2.05
Rat (Acute)
1.92
Rat (Chronic Oral)
1.8
Fathead Minnow
4.63
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
341.77
Hydration Free Energy
-6.21
Log(D) at pH=7.4
3.85
Log(P)
4.87
Log S
-5.1
Log(Vapor Pressure)
-5.0
Melting Point
69.18
pKa Acid
9.94
pKa Basic
4.95
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.9155
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.9155
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.9085
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.9085
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8830
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8830
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8826
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8826
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8817
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8817
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8750
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8750
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8545
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8545
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8483
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8483
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8439
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8439
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8393
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8393
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8367
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8367
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8209
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8209
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.8156
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.8156
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.8000
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.8000
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7979
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7979
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7951
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7951
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7942
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7942
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7940
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7940
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7940
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7940
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7909
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7909
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7855
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7855
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7852
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7852
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7840
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7840
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7826
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7826
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7778
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7778
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7775
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7775
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7744
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7744
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7727
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7727
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7716
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7716
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7685
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7685
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7682
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7682
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7659
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7659
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7652
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7652
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7558
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7558
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7557
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7557
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7546
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7546
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7540
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7540
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7517
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7517
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7482
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7482
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7439
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7439
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7388
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7388
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7382
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7382
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7381
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7381
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7369
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7369
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7367
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7367
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7364
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7364
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7358
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7358
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7290
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7290
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7279
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7279
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7245
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7245
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7243
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7243
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 4 0.7215
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 4 0.7215
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7212
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7212
Corticosteroid-binding globulin P31211 CBG_RAT Rattus norvegicus 3 0.7210
Corticosteroid-binding globulin P31211 CBG_RAT Rattus norvegicus 3 0.7210
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7200
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7200
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7199
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7199
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7194
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7194
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7163
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.7163
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.7163
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7163
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7155
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7155
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7150
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7150
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7143
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7143
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7116
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7116
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7109
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7109
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7076
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7076
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7022
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7022
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7018
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7018

Download SDF