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Retipolide A

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 a5fb8256-4302-4405-9977-1c9b4bc43517
Taxonomy Phenylpropanoids and polyketides > Macrolides and analogues
IUPAC Name (12R)-4,8'-dihydroxyspiro[2,10-dioxatricyclo[12.2.2.13,7]nonadeca-1(16),3,5,7(19),14,17-hexaene-12,3'-4,7-dioxatricyclo[7.3.0.02,6]dodeca-1(9),2(6)-diene]-5',10',11-trione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H20O9/c27-17-7-3-13-9-10-32-25(31)26(12-14-1-4-15(5-2-14)33-19(17)11-13)21-16-6-8-18(28)20(16)23(29)34-22(21)24(30)35-26/h1-5,7,11,23,27,29H,6,8-10,12H2/t23?,26-/m1/s1
InChI Key YQMDXACDZZDJBU-ANWICMFUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H20O9
Molecular Weight 476.40 g/mol
Exact Mass 476.11073221 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.38
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

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(12R)-4,8'-Dihydroxyspiro[2,10-dioxatricyclo[12.2.2.13,7]nonadeca-1(16),3,5,7(19),14,17-hexaene-12,3'-4,7-dioxatricyclo[7.3.0.02,6]dodeca-1(9),2(6)-diene]-5',10',11-trione

2D Structure

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2D Structure of Retipolide A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9563 95.63%
Caco-2 - 0.8799 87.99%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.9176 91.76%
OATP2B1 inhibitior - 0.8611 86.11%
OATP1B1 inhibitior + 0.9029 90.29%
OATP1B3 inhibitior + 0.9597 95.97%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8877 88.77%
P-glycoprotein inhibitior + 0.7697 76.97%
P-glycoprotein substrate - 0.6618 66.18%
CYP3A4 substrate + 0.6350 63.50%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8569 85.69%
CYP3A4 inhibition - 0.8472 84.72%
CYP2C9 inhibition + 0.5358 53.58%
CYP2C19 inhibition - 0.6147 61.47%
CYP2D6 inhibition - 0.7150 71.50%
CYP1A2 inhibition - 0.5284 52.84%
CYP2C8 inhibition + 0.4772 47.72%
CYP inhibitory promiscuity - 0.7877 78.77%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4373 43.73%
Eye corrosion - 0.9824 98.24%
Eye irritation - 0.8810 88.10%
Skin irritation - 0.7489 74.89%
Skin corrosion - 0.9428 94.28%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6709 67.09%
Micronuclear - 0.5226 52.26%
Hepatotoxicity + 0.6106 61.06%
skin sensitisation - 0.7712 77.12%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.5512 55.12%
Acute Oral Toxicity (c) I 0.3586 35.86%
Estrogen receptor binding + 0.7623 76.23%
Androgen receptor binding + 0.7928 79.28%
Thyroid receptor binding - 0.5454 54.54%
Glucocorticoid receptor binding + 0.6344 63.44%
Aromatase binding + 0.5537 55.37%
PPAR gamma + 0.7231 72.31%
Honey bee toxicity - 0.7287 72.87%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9656 96.56%

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 99.02% 91.11%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 97.62% 93.40%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 96.28% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.36% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.87% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 91.96% 94.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.11% 99.23%
CHEMBL2581 P07339 Cathepsin D 86.17% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.88% 85.14%
CHEMBL279 P35968 Vascular endothelial growth factor receptor 2 85.76% 95.52%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.85% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.13% 94.00%
CHEMBL4208 P20618 Proteasome component C5 81.58% 90.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.19% 100.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.13% 93.99%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.95% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.35% 96.09%

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 24746394
LOTUS LTS0256161
wikiData Q77564269