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(+)-Ganoapplanin

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 84b978a2-7163-4618-a291-d396d19abd66
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives
IUPAC Name (1'R,2'S,6'S,10R,10'S)-5,10',12-trihydroxy-2'-methoxyspiro[2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaene-10,4'-3,8-dioxatricyclo[4.3.3.01,6]dodecane]-3,7'-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C24H20O10/c1-30-21-23-9-31-20(29)22(23,7-6-14(23)27)8-24(34-21)18-11(26)3-4-12-17(18)16-13(33-24)5-2-10(25)15(16)19(28)32-12/h2-5,14,21,25-27H,6-9H2,1H3/t14-,21-,22+,23-,24+/m0/s1
InChI Key ALBCWJCDEWHIEL-AUGCJBFRSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C24H20O10
Molecular Weight 468.40 g/mol
Exact Mass 468.10564683 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 1.98
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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(1'R,2'S,6'S,10R,10'S)-5,10',12-trihydroxy-2'-methoxyspiro[2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaene-10,4'-3,8-dioxatricyclo[4.3.3.01,6]dodecane]-3,7'-dione
(1'R,2'S,6'S,10R,10'S)-5,10',12-trihydroxy-2'-methoxyspiro(2,9-dioxatetracyclo(6.6.2.04,16.011,15)hexadeca-1(15),4,6,8(16),11,13-hexaene-10,4'-3,8-dioxatricyclo(4.3.3.01,6)dodecane)-3,7'-dione
RefChem:67386
(1'S,2'R,6'R,10S,10'R)-5,10',12-trihydroxy-2'-methoxyspiro(2,9-dioxatetracyclo(6.6.2.04,16.011,15)hexadeca-1(15),4,6,8(16),11,13-hexaene-10,4'-3,8-dioxatricyclo(4.3.3.01,6)dodecane)-3,7'-dione
(1'S,2'R,6'R,10S,10'R)-5,10',12-trihydroxy-2'-methoxyspiro[2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaene-10,4'-3,8-dioxatricyclo[4.3.3.01,6]dodecane]-3,7'-dione
CHEBI:206526

2D Structure

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2D Structure of (+)-Ganoapplanin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9616 96.16%
Caco-2 - 0.7680 76.80%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.8956 89.56%
OATP2B1 inhibitior - 0.7158 71.58%
OATP1B1 inhibitior + 0.8970 89.70%
OATP1B3 inhibitior + 0.9436 94.36%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.6754 67.54%
P-glycoprotein inhibitior - 0.4487 44.87%
P-glycoprotein substrate + 0.5645 56.45%
CYP3A4 substrate + 0.6669 66.69%
CYP2C9 substrate + 0.6181 61.81%
CYP2D6 substrate - 0.8535 85.35%
CYP3A4 inhibition - 0.8061 80.61%
CYP2C9 inhibition - 0.7940 79.40%
CYP2C19 inhibition - 0.7321 73.21%
CYP2D6 inhibition - 0.8395 83.95%
CYP1A2 inhibition - 0.6952 69.52%
CYP2C8 inhibition + 0.5199 51.99%
CYP inhibitory promiscuity - 0.9313 93.13%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.4513 45.13%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.8791 87.91%
Skin irritation - 0.8328 83.28%
Skin corrosion - 0.9503 95.03%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5883 58.83%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.5448 54.48%
skin sensitisation - 0.8999 89.99%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.5545 55.45%
Acute Oral Toxicity (c) III 0.3544 35.44%
Estrogen receptor binding + 0.8573 85.73%
Androgen receptor binding + 0.7949 79.49%
Thyroid receptor binding + 0.5551 55.51%
Glucocorticoid receptor binding + 0.8163 81.63%
Aromatase binding + 0.7340 73.40%
PPAR gamma + 0.6457 64.57%
Honey bee toxicity - 0.7831 78.31%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9171 91.71%

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 98.56% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.11% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.26% 97.09%
CHEMBL2581 P07339 Cathepsin D 96.20% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.95% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.56% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.34% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.86% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.18% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.17% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.36% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 85.86% 91.49%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.84% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.04% 92.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.06% 94.08%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 82.95% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.75% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.06% 99.15%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.65% 97.33%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.55% 93.04%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.43% 92.88%

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 132581257
LOTUS LTS0275878
wikiData Q104913989