Dihydrohalichondramide

Details

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Internal ID 5b0f84b0-1386-432c-8c68-09302057a1ef
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name N-[(E)-11-[(24E)-16-hydroxy-10-methoxy-11,21-dimethyl-12,18-dioxo-3,7,19,27-tetraoxa-29,30,31-triazatetracyclo[24.2.1.12,5.16,9]hentriaconta-1(28),2(31),4,6(30),8,24,26(29)-heptaen-20-yl]-4,10-dimethoxy-5,9-dimethyl-6-oxoundec-1-enyl]-N-methylformamide
SMILES (Canonical) CC1CCC=CC2=NC(=CO2)C3=NC(=CO3)C4=NC(=CO4)C(C(C(=O)CCCC(CC(=O)OC1CC(C(C)CCC(=O)C(C)C(CC=CN(C)C=O)OC)OC)O)C)OC
SMILES (Isomeric) CC1CC/C=C/C2=NC(=CO2)C3=NC(=CO3)C4=NC(=CO4)C(C(C(=O)CCCC(CC(=O)OC1CC(C(C)CCC(=O)C(C)C(C/C=C/N(C)C=O)OC)OC)O)C)OC
InChI InChI=1S/C44H62N4O12/c1-27-13-9-10-17-40-45-33(24-57-40)43-47-34(25-59-43)44-46-32(23-58-44)42(56-8)30(4)35(51)15-11-14-31(50)21-41(53)60-39(27)22-38(55-7)28(2)18-19-36(52)29(3)37(54-6)16-12-20-48(5)26-49/h10,12,17,20,23-31,37-39,42,50H,9,11,13-16,18-19,21-22H2,1-8H3/b17-10+,20-12+
InChI Key YOEZYKWLOADELV-APXUAPHXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C44H62N4O12
Molecular Weight 839.00 g/mol
Exact Mass 838.43642343 g/mol
Topological Polar Surface Area (TPSA) 207.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 7.19
H-Bond Acceptor 15
H-Bond Donor 1
Rotatable Bonds 15

Synonyms

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CHEMBL501815
SCHEMBL8691469
N-[(E)-11-[(24E)-16-hydroxy-10-methoxy-11,21-dimethyl-12,18-dioxo-3,7,19,27-tetraoxa-29,30,31-triazatetracyclo[24.2.1.12,5.16,9]hentriaconta-1(28),2(31),4,6(30),8,24,26(29)-heptaen-20-yl]-4,10-dimethoxy-5,9-dimethyl-6-oxoundec-1-enyl]-N-methylformamide

2D Structure

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2D Structure of Dihydrohalichondramide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8025 80.25%
Caco-2 - 0.8564 85.64%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.4763 47.63%
OATP2B1 inhibitior - 0.7143 71.43%
OATP1B1 inhibitior + 0.8112 81.12%
OATP1B3 inhibitior + 0.9046 90.46%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7572 75.72%
BSEP inhibitior + 0.9895 98.95%
P-glycoprotein inhibitior + 0.7752 77.52%
P-glycoprotein substrate + 0.7664 76.64%
CYP3A4 substrate + 0.7261 72.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8706 87.06%
CYP3A4 inhibition - 0.6258 62.58%
CYP2C9 inhibition - 0.8775 87.75%
CYP2C19 inhibition - 0.8294 82.94%
CYP2D6 inhibition - 0.9131 91.31%
CYP1A2 inhibition - 0.7882 78.82%
CYP2C8 inhibition + 0.7585 75.85%
CYP inhibitory promiscuity - 0.8712 87.12%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5573 55.73%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.9083 90.83%
Skin irritation - 0.7822 78.22%
Skin corrosion - 0.9326 93.26%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7746 77.46%
Micronuclear + 0.7000 70.00%
Hepatotoxicity + 0.5408 54.08%
skin sensitisation - 0.8851 88.51%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.6325 63.25%
Acute Oral Toxicity (c) III 0.6615 66.15%
Estrogen receptor binding + 0.8200 82.00%
Androgen receptor binding + 0.7313 73.13%
Thyroid receptor binding + 0.6228 62.28%
Glucocorticoid receptor binding + 0.7760 77.60%
Aromatase binding + 0.6130 61.30%
PPAR gamma + 0.7974 79.74%
Honey bee toxicity - 0.6768 67.68%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9002 90.02%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL4040 P28482 MAP kinase ERK2 99.62% 83.82%
CHEMBL2581 P07339 Cathepsin D 97.46% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.11% 96.09%
CHEMBL5103 Q969S8 Histone deacetylase 10 94.78% 90.08%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.67% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.49% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.88% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.95% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.84% 99.23%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.42% 96.77%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.99% 90.71%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 86.97% 87.67%
CHEMBL340 P08684 Cytochrome P450 3A4 85.78% 91.19%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.00% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 83.49% 92.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.47% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.97% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.51% 96.00%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 81.76% 93.10%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.86% 93.56%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Perilla frutescens

Cross-Links

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PubChem 10259927
LOTUS LTS0183828
wikiData Q105169001