Erythroxyl-4(17),15(16)-dien-3-one - Compound Card

Erythroxyl-4(17),15(16)-dien-3-one

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Erythroxyl-4(17),15(16)-dien-3-one

Structure
Zoomed Structure
  • Family: Rhizophoraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles C=C[C@@]1(C)CCC2C(=C1)CC[C@]1([C@@H]2CCC(=O)C1=C)C
InChI InChI=1S/C19H26O/c1-5-18(3)10-9-15-14(12-18)8-11-19(4)13(2)17(20)7-6-16(15)19/h5,12,15-16H,1-2,6-11H2,3-4H3/t15?,16-,18+,19-/m1/s1
InChIKey JWXQJBXQLIOYLX-QXOOASIISA-N
Formula C19H26O
HBA 1
HBD 0
MW 270.42
Rotatable Bonds 1
TPSA 17.07
LogP 4.85
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 20
Formal Charge 0
Fraction CSP3 0.63
Exact Mass 270.2
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Ceriops tagal Rhizophoraceae Plantae 61143

Showing of synonyms

  • Chacha M, Mapitse R, et al. (2008). Antibacterial Diterpenes from the Roots of Ceriops tagal. Natural Product Communications,2008,3(1),17-20. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CC(=O)C(=C)C(CC2)C1C(C2=3)CCCC3

Level: 0

Mol. Weight: 216.32 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.52
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.45
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.37

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.34
Plasma Protein Binding
74.57
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
11.46
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.31
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.39
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.19
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Toxic
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
0.83
Rat (Acute)
1.93
Rat (Chronic Oral)
1.63
Fathead Minnow
4.05
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
344.61
Hydration Free Energy
-2.76
Log(D) at pH=7.4
3.77
Log(P)
4.91
Log S
-5.36
Log(Vapor Pressure)
-4.43
Melting Point
62.11
pKa Acid
10.87
pKa Basic
5.24
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8785
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8785
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.8780
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.8780
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8707
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8707
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8660
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8660
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.8621
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.8621
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.8495
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.8495
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8438
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8438
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8415
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8415
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8366
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8366
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8349
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8349
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.8185
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.8185
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8023
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8023
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7975
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7975
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7966
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7966
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7923
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7923
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7823
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7823
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7793
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7793
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7787
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7787
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7744
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7744
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7735
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7735
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7727
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7727
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7709
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7709
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7668
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7668
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7655
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7655
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7644
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7644
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7626
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7626
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7607
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7607
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7569
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7569
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7473
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7473
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7454
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7454
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7394
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7394
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7287
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7287
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7254
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7254
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7237
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7237
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7228
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7228
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7202
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7202
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7184
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7184
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7150
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7150
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7140
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7140
Bile acid receptor Q62735 NR1H4_RAT Rattus norvegicus 4 0.7133
Bile acid receptor Q62735 NR1H4_RAT Rattus norvegicus 4 0.7133
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7127
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7127
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7118
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7118
Glucocorticoid receptor P04150 GCR_HUMAN Homo sapiens 3 0.7110
Glucocorticoid receptor P04150 GCR_HUMAN Homo sapiens 3 0.7110
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7105
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7105
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7095
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7095
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7091
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7091
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7090
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7090
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7088
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7088
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7087
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7087
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7078
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7078
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7073
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7073
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7073
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7073
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7071
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7071
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7068
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7068
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7058
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7058
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7055
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7055
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7053
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7053
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7052
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7052
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7046
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7046
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7044
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7044
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7043
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7043
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7042
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7042
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7020
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7020
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7019
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7019
Androgen receptor P19091 ANDR_MOUSE Mus musculus 3 0.7016
Androgen receptor P19091 ANDR_MOUSE Mus musculus 3 0.7016
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7008
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7008

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