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3,4,5-Trihydroxy-8,8,16-trimethyl-13-(3-methylbut-2-enyl)-19-oxa-7,16-diazahexacyclo[9.6.1.11,4.02,9.03,7.015,18]nonadeca-11(18),12,14-triene-6,17-dione

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 9f859960-f8f6-416b-9c88-25c36e77e37e
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name 3,4,5-trihydroxy-8,8,16-trimethyl-13-(3-methylbut-2-enyl)-19-oxa-7,16-diazahexacyclo[9.6.1.11,4.02,9.03,7.015,18]nonadeca-11(18),12,14-triene-6,17-dione
SMILES (Canonical) CC(=CCC1=CC2=C3C(=C1)N(C(=O)C34C5C(C2)C(N6C5(C(O4)(C(C6=O)O)O)O)(C)C)C)C
SMILES (Isomeric) CC(=CCC1=CC2=C3C(=C1)N(C(=O)C34C5C(C2)C(N6C5(C(O4)(C(C6=O)O)O)O)(C)C)C)C
InChI InChI=1S/C24H28N2O6/c1-11(2)6-7-12-8-13-10-14-17-22(16(13)15(9-12)25(5)20(22)29)32-24(31)18(27)19(28)26(21(14,3)4)23(17,24)30/h6,8-9,14,17-18,27,30-31H,7,10H2,1-5H3
InChI Key VOJNLRRQHGBEKI-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H28N2O6
Molecular Weight 440.50 g/mol
Exact Mass 440.19473662 g/mol
Topological Polar Surface Area (TPSA) 111.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 0.56
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3,4,5-Trihydroxy-8,8,16-trimethyl-13-(3-methylbut-2-enyl)-19-oxa-7,16-diazahexacyclo[9.6.1.11,4.02,9.03,7.015,18]nonadeca-11(18),12,14-triene-6,17-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6652 66.52%
Caco-2 - 0.5836 58.36%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.5611 56.11%
OATP2B1 inhibitior - 0.7098 70.98%
OATP1B1 inhibitior + 0.8327 83.27%
OATP1B3 inhibitior + 0.9298 92.98%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.5816 58.16%
P-glycoprotein inhibitior - 0.6208 62.08%
P-glycoprotein substrate + 0.6111 61.11%
CYP3A4 substrate + 0.6702 67.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8380 83.80%
CYP3A4 inhibition - 0.8873 88.73%
CYP2C9 inhibition - 0.7493 74.93%
CYP2C19 inhibition - 0.7840 78.40%
CYP2D6 inhibition - 0.8891 88.91%
CYP1A2 inhibition - 0.7678 76.78%
CYP2C8 inhibition - 0.6323 63.23%
CYP inhibitory promiscuity - 0.6620 66.20%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5022 50.22%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.9105 91.05%
Skin irritation - 0.7695 76.95%
Skin corrosion - 0.9300 93.00%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3666 36.66%
Micronuclear + 0.8300 83.00%
Hepatotoxicity - 0.5209 52.09%
skin sensitisation - 0.8455 84.55%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.6902 69.02%
Acute Oral Toxicity (c) III 0.6147 61.47%
Estrogen receptor binding + 0.6773 67.73%
Androgen receptor binding + 0.7394 73.94%
Thyroid receptor binding + 0.5724 57.24%
Glucocorticoid receptor binding + 0.5580 55.80%
Aromatase binding + 0.7098 70.98%
PPAR gamma + 0.6387 63.87%
Honey bee toxicity - 0.7842 78.42%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9822 98.22%

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
CHEMBL2581 P07339 Cathepsin D 97.75% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.16% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.81% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.31% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.95% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.39% 91.11%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 90.88% 93.40%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.01% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.46% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.39% 90.71%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 85.34% 97.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.15% 91.24%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.74% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 84.55% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.63% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 82.49% 94.73%
CHEMBL1871 P10275 Androgen Receptor 82.31% 96.43%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.19% 93.00%
CHEMBL217 P14416 Dopamine D2 receptor 81.78% 95.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.79% 95.89%
CHEMBL1902 P62942 FK506-binding protein 1A 80.67% 97.05%

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 162846927
LOTUS LTS0189288
wikiData Q104199655