Hyrtiosal - Compound Card

Hyrtiosal

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Hyrtiosal

Structure
Zoomed Structure
  • Family: Animalia - Thorectidae
  • Kingdom: Animalia
  • Class: Terpenoid
    • Subclass: Sesterterpene
Canonical Smiles O=C[C@]1(C)C[C@@H]2[C@]([C@H]1C[C@H](c1ccoc1)O)(C)CC[C@H]1[C@@]2(C)CCCC1(C)C
InChI InChI=1S/C25H38O3/c1-22(2)9-6-10-24(4)19(22)7-11-25(5)20(23(3,16-26)14-21(24)25)13-18(27)17-8-12-28-15-17/h8,12,15-16,18-21,27H,6-7,9-11,13-14H2,1-5H3/t18-,19-,20+,21+,23+,24-,25-/m1/s1
InChIKey PUTJFIQGLGDLIT-HUUBWZJVSA-N
Formula C25H38O3
HBA 3
HBD 1
MW 386.58
Rotatable Bonds 4
TPSA 50.44
LogP 6.18
Number Rings 4
Number Aromatic Rings 1
Heavy Atom Count 28
Formal Charge 0
Fraction CSP3 0.8
Exact Mass 386.28
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Hyrtios erecta Thorectidae Animalia 279628

Showing of synonyms

  • Youssef DT, Yamaki RK, et al. (2002). Salmahyrtisol A, a novel cytotoxic sesterterpene from the Red Sea sponge Hyrtios erecta. Journal of Natural Products,2002,65(1),2-6. [View] [PubMed]
Pubchem: 15119526
Nmrshiftdb2: 70034825

No compound-protein relationship available.

Structure

SMILES: c1occc1CCC2CCC(C23)C4C(CC3)CCCC4

Level: 1

Mol. Weight: 386.58 g/mol

Structure

SMILES: C1CCC(C12)CCC3C2CCCC3

Level: 0

Mol. Weight: 386.58 g/mol

Structure

SMILES: c1ccoc1

Level: 0

Mol. Weight: 386.58 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.19
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.38
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.32

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.97
Plasma Protein Binding
76.91
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
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Non-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
10.34
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.61
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.33
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
6.67
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
-11.08
Rat (Acute)
4.02
Rat (Chronic Oral)
1.67
Fathead Minnow
3.92
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
410.9
Hydration Free Energy
-3.73
Log(D) at pH=7.4
4.98
Log(P)
4.79
Log S
-5.36
Log(Vapor Pressure)
-8.05
Melting Point
156.15
pKa Acid
9.24
pKa Basic
7.09
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8823
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8823
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.8658
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.8658
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8513
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8513
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.8389
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.8389
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.8352
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.8352
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.8332
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.8332
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8330
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8330
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8294
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8294
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8010
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8010
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7948
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7948
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7857
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7857
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7844
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7844
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.7798
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.7798
Toluene-4-monooxygenase system, hydroxylase component subunit alpha Q00456 TMOA_PSEME Pseudomonas mendocina 2 0.7784
Toluene-4-monooxygenase system, hydroxylase component subunit alpha Q00456 TMOA_PSEME Pseudomonas mendocina 2 0.7784
rRNA methylase Q8DSS3 Q8DSS3_STRMU Streptococcus mutans serotype c 2 0.7742
rRNA methylase Q8DSS3 Q8DSS3_STRMU Streptococcus mutans serotype c 2 0.7742
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7701
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7701
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7675
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7675
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7664
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7664
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.7644
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.7644
Class 10 plant pathogenesis-related protein 2B Q9LLQ2 P102B_LUPLU Lupinus luteus 2 0.7628
Class 10 plant pathogenesis-related protein 2B Q9LLQ2 P102B_LUPLU Lupinus luteus 2 0.7628
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7554
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7554
Flavin reductase like domain-containing protein Q4UKE8 Q4UKE8_RICFE Rickettsia felis 3 0.7508
Flavin reductase like domain-containing protein Q4UKE8 Q4UKE8_RICFE Rickettsia felis 3 0.7508
Cholesterol side-chain cleavage enzyme, mitochondrial P05108 CP11A_HUMAN Homo sapiens 3 0.7505
Cholesterol side-chain cleavage enzyme, mitochondrial P05108 CP11A_HUMAN Homo sapiens 3 0.7505
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7496
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7496
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7471
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7471
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7461
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7461
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7459
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7459
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7456
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7456
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 2 0.7450
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 2 0.7450
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7438
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7438
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7422
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7422
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7403
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7403
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7370
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7370
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7348
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7348
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 2 0.7329
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 2 0.7329
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 2 0.7309
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 2 0.7309
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7275
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7275
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7255
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7255
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 4 0.7254
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 4 0.7254
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7207
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7207
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7196
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7196
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 2 0.7189
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 2 0.7189
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7187
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7187
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7181
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7181
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7173
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7173
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7171
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7171
Formate--tetrahydrofolate ligase P21164 FTHS_MOOTH Moorella thermoacetica 2 0.7153
Formate--tetrahydrofolate ligase P21164 FTHS_MOOTH Moorella thermoacetica 2 0.7153
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7138
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7138
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7135
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7135
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7132
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7132
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7115
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7115
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7111
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7111
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 4 0.7107
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 4 0.7107
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7106
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7106
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 2 0.7087
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 2 0.7087
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7085
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7085
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 3 0.7077
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 3 0.7077
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7073
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7073
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7064
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7064
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1 O50008 METE1_ARATH Arabidopsis thaliana 2 0.7055
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1 O50008 METE1_ARATH Arabidopsis thaliana 2 0.7055
Class B acid phosphatase P0AE22 APHA_ECOLI Escherichia coli 2 0.7051
Class B acid phosphatase P0AE22 APHA_ECOLI Escherichia coli 2 0.7051
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7047
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7047
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7039
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7039
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7036
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7036
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7021
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7021
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7020
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7020
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7010
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7010
Purine nucleoside phosphorylase, putative A2E7Y6 A2E7Y6_TRIVA Trichomonas vaginalis 2 0.7005
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7005
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7005
Purine nucleoside phosphorylase, putative A2E7Y6 A2E7Y6_TRIVA Trichomonas vaginalis 2 0.7005
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7003
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7003
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7002
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7002

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