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[(5aS,10aS)-1,5a,8-trihydroxy-2-[(1R,9S)-5-hydroxy-9-methyl-8-oxatricyclo[7.3.1.02,7]trideca-2(7),3,5,10-tetraen-11-yl]-10a-(3-methylbut-2-enyl)-11-oxo-[1]benzofuro[3,2-b]chromen-3-yl] 2,4-dihydroxybenzoate

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 ef9a37aa-35b9-4415-ba06-2ef3ed424619
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
IUPAC Name [(5aS,10aS)-1,5a,8-trihydroxy-2-[(1R,9S)-5-hydroxy-9-methyl-8-oxatricyclo[7.3.1.02,7]trideca-2(7),3,5,10-tetraen-11-yl]-10a-(3-methylbut-2-enyl)-11-oxo-[1]benzofuro[3,2-b]chromen-3-yl] 2,4-dihydroxybenzoate
SMILES (Canonical) CC(=CCC12C(=O)C3=C(C(=C(C=C3OC1(C4=C(O2)C=C(C=C4)O)O)OC(=O)C5=C(C=C(C=C5)O)O)C6=CC7(CC(C6)C8=C(O7)C=C(C=C8)O)C)O)C
SMILES (Isomeric) CC(=CC[C@]12C(=O)C3=C(C(=C(C=C3O[C@]1(C4=C(O2)C=C(C=C4)O)O)OC(=O)C5=C(C=C(C=C5)O)O)C6=C[C@@]7(C[C@@H](C6)C8=C(O7)C=C(C=C8)O)C)O)C
InChI InChI=1S/C40H34O12/c1-19(2)10-11-39-36(46)34-32(52-40(39,48)27-9-6-24(43)15-30(27)51-39)16-31(49-37(47)26-8-5-22(41)13-28(26)44)33(35(34)45)21-12-20-17-38(3,18-21)50-29-14-23(42)4-7-25(20)29/h4-10,13-16,18,20,41-45,48H,11-12,17H2,1-3H3/t20-,38+,39+,40+/m1/s1
InChI Key IRBLHGVNLPRRGM-JTSTWSCPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H34O12
Molecular Weight 706.70 g/mol
Exact Mass 706.20502652 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP 6.80
Atomic LogP (AlogP) 6.45
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(5aS,10aS)-1,5a,8-trihydroxy-2-[(1R,9S)-5-hydroxy-9-methyl-8-oxatricyclo[7.3.1.02,7]trideca-2(7),3,5,10-tetraen-11-yl]-10a-(3-methylbut-2-enyl)-11-oxo-[1]benzofuro[3,2-b]chromen-3-yl] 2,4-dihydroxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9682 96.82%
Caco-2 - 0.8498 84.98%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7150 71.50%
OATP2B1 inhibitior + 0.5588 55.88%
OATP1B1 inhibitior + 0.8492 84.92%
OATP1B3 inhibitior - 0.4831 48.31%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9809 98.09%
P-glycoprotein inhibitior + 0.8299 82.99%
P-glycoprotein substrate + 0.7661 76.61%
CYP3A4 substrate + 0.7211 72.11%
CYP2C9 substrate + 0.7986 79.86%
CYP2D6 substrate - 0.8463 84.63%
CYP3A4 inhibition - 0.6393 63.93%
CYP2C9 inhibition + 0.5602 56.02%
CYP2C19 inhibition - 0.6086 60.86%
CYP2D6 inhibition - 0.8832 88.32%
CYP1A2 inhibition - 0.7300 73.00%
CYP2C8 inhibition + 0.8498 84.98%
CYP inhibitory promiscuity + 0.6315 63.15%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5211 52.11%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.8870 88.70%
Skin irritation - 0.7362 73.62%
Skin corrosion - 0.9318 93.18%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8018 80.18%
Micronuclear - 0.5600 56.00%
Hepatotoxicity - 0.5705 57.05%
skin sensitisation - 0.8222 82.22%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.5304 53.04%
Acute Oral Toxicity (c) I 0.6980 69.80%
Estrogen receptor binding + 0.8524 85.24%
Androgen receptor binding + 0.8063 80.63%
Thyroid receptor binding + 0.6246 62.46%
Glucocorticoid receptor binding + 0.8330 83.30%
Aromatase binding + 0.6471 64.71%
PPAR gamma + 0.7308 73.08%
Honey bee toxicity - 0.6806 68.06%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 1.0000 100.00%

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 99.84% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.37% 94.45%
CHEMBL2581 P07339 Cathepsin D 98.65% 98.95%
CHEMBL240 Q12809 HERG 98.28% 89.76%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 98.24% 95.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.88% 96.09%
CHEMBL236 P41143 Delta opioid receptor 96.57% 99.35%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.35% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.21% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.43% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.20% 97.09%
CHEMBL4208 P20618 Proteasome component C5 89.18% 90.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.62% 91.07%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 87.39% 80.00%
CHEMBL340 P08684 Cytochrome P450 3A4 87.33% 91.19%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 85.64% 90.93%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.60% 99.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.42% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.90% 100.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 84.89% 82.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.17% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.58% 99.15%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.46% 99.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.26% 95.50%
CHEMBL2535 P11166 Glucose transporter 83.24% 98.75%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.03% 95.78%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.95% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 81.55% 94.73%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.44% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.18% 92.62%
CHEMBL5555 O00767 Acyl-CoA desaturase 80.79% 97.50%
CHEMBL217 P14416 Dopamine D2 receptor 80.27% 95.62%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163009379
LOTUS LTS0185177
wikiData Q105118746