(1S,2E,4R,6E,8R,11S,12R)-8,12-epoxy-2,6-cembradiene-4,11-diol - Compound Card

(1S,2E,4R,6E,8R,11S,12R)-8,12-epoxy-2,6-cembradiene-4,11-diol

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(1S,2E,4R,6E,8R,11S,12R)-8,12-epoxy-2,6-cembradiene-4,11-diol

Structure
Zoomed Structure
  • Family: Animalia - Alcyoniidae
  • Kingdom: Animalia
  • Class: Terpenoid
    • Subclass: Cembranoid Diterpene
Canonical Smiles CC([C@H]1/C=C/[C@](C)(O)C/C=C/[C@@]2(O[C@](CC1)(C)[C@@H](O)CC2)C)C
InChI InChI=1S/C20H34O3/c1-15(2)16-7-12-18(3,22)10-6-11-19(4)13-9-17(21)20(5,23-19)14-8-16/h6-7,11-12,15-17,21-22H,8-10,13-14H2,1-5H3/b11-6+,12-7+/t16-,17-,18+,19-,20-/m0/s1
InChIKey NCJHATPLORRZDC-NJAWSCRWSA-N
Formula C20H34O3
HBA 3
HBD 2
MW 322.49
Rotatable Bonds 1
TPSA 49.69
LogP 3.99
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.8
Exact Mass 322.25
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Sarcophyton glaucum Alcyoniidae Animalia 70919

Showing of synonyms

  • El-Ezz RFA, Ahmed SA, et al. (2012). Bioactive cembranoids from the Red Sea soft coral Sarcophyton glaucum. Tetrahedron Letters,2012,54,989-992. [View]
Pubchem: 163086227
Nmrshiftdb2: 70081752

No compound-protein relationship available.

Structure

SMILES: C12CCCC(O2)CCCC=CCCC=C1

Level: 0

Mol. Weight: 322.49 g/mol

Antitumor

Absorption

Caco-2 (logPapp)
-4.63
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
-2.64

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.69
Plasma Protein Binding
52.59
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
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.32
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.46
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.0
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.0
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
-3.11
Rat (Acute)
2.27
Rat (Chronic Oral)
1.34
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
359.24
Hydration Free Energy
-6.51
Log(D) at pH=7.4
3.29
Log(P)
4.3
Log S
-3.9
Log(Vapor Pressure)
-5.53
Melting Point
124.9
pKa Acid
10.98
pKa Basic
7.28
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8829
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8829
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7994
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7994
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7710
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7710
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7500
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7500
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7374
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7374
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7365
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7365
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 3 0.7249
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 3 0.7249
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7199
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7199
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7069
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7069

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