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Hypogeamicin D

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 05d34e2f-6d67-4ce6-b133-be46cdd09705
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
IUPAC Name 2-hydroxy-2-[(1S,10R,11R,13S)-7-hydroxy-5-methoxy-2,9-dioxo-11-propyl-12,15-dioxatetracyclo[8.4.1.01,10.03,8]pentadeca-3(8),4,6-trien-13-yl]acetamide
SMILES (Canonical) CCCC1C23C(=O)C4=C(C=C(C=C4O)OC)C(=O)C2(O3)CC(O1)C(C(=O)N)O
SMILES (Isomeric) CCC[C@@H]1[C@]23C(=O)C4=C(C=C(C=C4O)OC)C(=O)[C@]2(O3)C[C@H](O1)C(C(=O)N)O
InChI InChI=1S/C19H21NO8/c1-3-4-12-19-16(24)13-9(5-8(26-2)6-10(13)21)15(23)18(19,28-19)7-11(27-12)14(22)17(20)25/h5-6,11-12,14,21-22H,3-4,7H2,1-2H3,(H2,20,25)/t11-,12+,14?,18+,19-/m0/s1
InChI Key IQMIEGKPWKDDCT-MHIREVBRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C19H21NO8
Molecular Weight 391.40 g/mol
Exact Mass 391.12671663 g/mol
Topological Polar Surface Area (TPSA) 149.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 0.09
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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2-hydroxy-2-[(1S,10R,11R,13S)-7-hydroxy-5-methoxy-2,9-dioxo-11-propyl-12,15-dioxatetracyclo[8.4.1.01,10.03,8]pentadeca-3(8),4,6-trien-13-yl]acetamide
2-Hydroxy-2-((1S,10R,11R,13S)-7-hydroxy-5-methoxy-2,9-dioxo-11-propyl-12,15-dioxatetracyclo(8.4.1.0,.0,)pentadeca-3(8),4,6-trien-13-yl)ethanimidate
2-hydroxy-2-((1S,10R,11R,13S)-7-hydroxy-5-methoxy-2,9-dioxo-11-propyl-12,15-dioxatetracyclo(8.4.1.01,10.03,8)pentadeca-3(8),4,6-trien-13-yl)acetamide
2-Hydroxy-2-[(1S,10R,11R,13S)-7-hydroxy-5-methoxy-2,9-dioxo-11-propyl-12,15-dioxatetracyclo[8.4.1.0,.0,]pentadeca-3(8),4,6-trien-13-yl]ethanimidate
RefChem:147433
CHEMBL3329783
CHEBI:203113

2D Structure

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2D Structure of Hypogeamicin D

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7735 77.35%
Caco-2 - 0.5864 58.64%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6391 63.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8661 86.61%
OATP1B3 inhibitior + 0.9323 93.23%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8572 85.72%
BSEP inhibitior - 0.8313 83.13%
P-glycoprotein inhibitior - 0.6455 64.55%
P-glycoprotein substrate + 0.5709 57.09%
CYP3A4 substrate + 0.6294 62.94%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8258 82.58%
CYP3A4 inhibition - 0.8835 88.35%
CYP2C9 inhibition - 0.8061 80.61%
CYP2C19 inhibition - 0.7301 73.01%
CYP2D6 inhibition - 0.8822 88.22%
CYP1A2 inhibition - 0.6771 67.71%
CYP2C8 inhibition + 0.5664 56.64%
CYP inhibitory promiscuity - 0.9051 90.51%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6029 60.29%
Eye corrosion - 0.9868 98.68%
Eye irritation - 0.9391 93.91%
Skin irritation - 0.7892 78.92%
Skin corrosion - 0.9279 92.79%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6500 65.00%
Micronuclear + 0.7300 73.00%
Hepatotoxicity - 0.5921 59.21%
skin sensitisation - 0.8436 84.36%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.7695 76.95%
Acute Oral Toxicity (c) III 0.6010 60.10%
Estrogen receptor binding + 0.8628 86.28%
Androgen receptor binding + 0.6848 68.48%
Thyroid receptor binding + 0.5423 54.23%
Glucocorticoid receptor binding + 0.8461 84.61%
Aromatase binding + 0.5961 59.61%
PPAR gamma + 0.6412 64.12%
Honey bee toxicity - 0.8617 86.17%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity - 0.5000 50.00%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.46% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.16% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.09% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.44% 97.09%
CHEMBL2581 P07339 Cathepsin D 95.97% 98.95%
CHEMBL4208 P20618 Proteasome component C5 95.03% 90.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 93.56% 96.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.82% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.05% 99.17%
CHEMBL4581 P52732 Kinesin-like protein 1 90.74% 93.18%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.90% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.61% 95.89%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 88.14% 92.68%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.55% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.96% 91.07%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.64% 90.71%
CHEMBL340 P08684 Cytochrome P450 3A4 86.42% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.24% 97.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.72% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.83% 92.62%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 83.13% 80.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.12% 99.23%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.40% 96.21%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 80.55% 94.42%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.24% 94.00%
CHEMBL3232685 O00257 E3 SUMO-protein ligase CBX4 80.17% 93.00%

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.
There are no matching plants.

Cross-Links

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PubChem 118712554
LOTUS LTS0104073
wikiData Q77375475