11(S)-hydroperoxylsarcoph-12(20)-ene - Compound Card

11(S)-hydroperoxylsarcoph-12(20)-ene

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11(S)-hydroperoxylsarcoph-12(20)-ene

Structure
Zoomed Structure
  • Family: Animalia - Alcyoniidae
  • Kingdom: Animalia
  • Class: Terpenoid
    • Subclass: Peroxide Cembranoid Diterpene
Canonical Smiles OO[C@H]1CC[C@@]2(C)O[C@@H]2CC/C(=C/[C@@H]2C(=C(C)C(=O)O2)CCC1=C)/C
InChI InChI=1S/C20H28O5/c1-12-5-8-18-20(4,24-18)10-9-16(25-22)13(2)6-7-15-14(3)19(21)23-17(15)11-12/h11,16-18,22H,2,5-10H2,1,3-4H3/b12-11+/t16-,17+,18+,20+/m0/s1
InChIKey QJIDMGCCWQEXAG-SSRFXYBJSA-N
Formula C20H28O5
HBA 5
HBD 1
MW 348.44
Rotatable Bonds 1
TPSA 68.29
LogP 4.1
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 25
Formal Charge 0
Fraction CSP3 0.65
Exact Mass 348.19
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Sarcophyton glaucum Alcyoniidae Animalia 70919

Showing of synonyms

  • Hegazy M-EF, Eldeen AMG, et al. (2012). Bioactive hydroperoxyl cembranoids from the Red Sea soft coral Sarcophyton glaucum. Marine Drugs,2012,10,209-222. [View] [PubMed]
Pubchem: 162959425
Nmrshiftdb2: 70037290

No compound-protein relationship available.

Structure

SMILES: C12C(O2)CCCC(=C)CCC=3C(OC(=O)C3)C=CCC1

Level: 0

Mol. Weight: 348.44 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.07
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.550
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.13

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.320
Plasma Protein Binding
37.22
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
15.040
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.460
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
-0.060
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.580
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
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
-3.090
Rat (Acute)
2.800
Rat (Chronic Oral)
1.850
Fathead Minnow
4.340
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Toxic
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
393.130
Hydration Free Energy
-6.520
Log(D) at pH=7.4
2.220
Log(P)
2.82
Log S
-4.17
Log(Vapor Pressure)
-6.2
Melting Point
97.66
pKa Acid
6.87
pKa Basic
3.87
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9320
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9320
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9280
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9280
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.9213
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.9213
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8947
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8947
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8790
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8790
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.8668
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.8668
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.8657
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.8657
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8538
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8538
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8227
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8227
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8204
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8204
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 4 0.8100
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 4 0.8100
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.8027
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.8027
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7932
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7932
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7882
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7882
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7881
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7881
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7674
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7674
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7674
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7674
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7641
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7641
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7586
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7586
Cellular retinol-binding protein type II Q8UVG6 Q8UVG6_DANRE Danio rerio 3 0.7571
Cellular retinol-binding protein type II Q8UVG6 Q8UVG6_DANRE Danio rerio 3 0.7571
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7536
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7536
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7468
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7468
Peroxisome proliferator-activated receptor alpha Q07869 PPARA_HUMAN Homo sapiens 3 0.7441
Peroxisome proliferator-activated receptor alpha Q07869 PPARA_HUMAN Homo sapiens 3 0.7441
Regulatory protein SdiA P07026 SDIA_ECOLI Escherichia coli 3 0.7426
Regulatory protein SdiA P07026 SDIA_ECOLI Escherichia coli 3 0.7426
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7397
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7397
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7315
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7315
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7280
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7280
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7267
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7267
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7266
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7266
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7224
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7224
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7224
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7224
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7167
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7167
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7152
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7152
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7145
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7145
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7026
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7026
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7007
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7007

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