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9a,13a-Epoxy-3H,7H-benzo[c]pyrano[3,2-h]xanthene-7,10,13-trione, 8,9-dihydro-6-hydroxy-11-methoxy-3,3-dimethyl-9-(1-methylethenyl)-, (9I+/-,9aI(2),13aI(2))-

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 a3948cd6-b0fd-418e-b643-5c7eccf13c6c
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
IUPAC Name 12-hydroxy-20-methoxy-8,8-dimethyl-17-prop-1-en-2-yl-3,9,23-trioxahexacyclo[16.4.1.01,18.02,15.04,13.05,10]tricosa-2(15),4(13),5(10),6,11,20-hexaene-14,19,22-trione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H22O8/c1-11(2)14-8-13-20(29)19-15(27)9-16-12(6-7-24(3,4)33-16)21(19)32-23(13)26-18(28)10-17(31-5)22(30)25(14,26)34-26/h6-7,9-10,14,27H,1,8H2,2-5H3
InChI Key BCNDPBNHKWLRER-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C26H22O8
Molecular Weight 462.40 g/mol
Exact Mass 462.13146766 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.08
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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143522-33-2
9a,13a-Epoxy-3H,7H-benzo[c]pyrano[3,2-h]xanthene-7,10,13-trione, 8,9-dihydro-6-hydroxy-11-methoxy-3,3-dimethyl-9-(1-methylethenyl)-, (9alpha,9abeta,13abeta)-

2D Structure

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2D Structure of 9a,13a-Epoxy-3H,7H-benzo[c]pyrano[3,2-h]xanthene-7,10,13-trione, 8,9-dihydro-6-hydroxy-11-methoxy-3,3-dimethyl-9-(1-methylethenyl)-, (9I+/-,9aI(2),13aI(2))-

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9869 98.69%
Caco-2 - 0.6477 64.77%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.5917 59.17%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8675 86.75%
OATP1B3 inhibitior + 0.9452 94.52%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9579 95.79%
P-glycoprotein inhibitior + 0.7805 78.05%
P-glycoprotein substrate + 0.6367 63.67%
CYP3A4 substrate + 0.6908 69.08%
CYP2C9 substrate + 0.6021 60.21%
CYP2D6 substrate - 0.8493 84.93%
CYP3A4 inhibition + 0.6999 69.99%
CYP2C9 inhibition - 0.8118 81.18%
CYP2C19 inhibition + 0.6193 61.93%
CYP2D6 inhibition - 0.8333 83.33%
CYP1A2 inhibition - 0.6659 66.59%
CYP2C8 inhibition + 0.7009 70.09%
CYP inhibitory promiscuity - 0.6534 65.34%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6532 65.32%
Eye corrosion - 0.9853 98.53%
Eye irritation - 0.8437 84.37%
Skin irritation - 0.7221 72.21%
Skin corrosion - 0.9323 93.23%
Ames mutagenesis + 0.6322 63.22%
Human Ether-a-go-go-Related Gene inhibition - 0.5146 51.46%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.5074 50.74%
skin sensitisation - 0.7176 71.76%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.5812 58.12%
Acute Oral Toxicity (c) III 0.5800 58.00%
Estrogen receptor binding + 0.7617 76.17%
Androgen receptor binding + 0.7256 72.56%
Thyroid receptor binding + 0.6322 63.22%
Glucocorticoid receptor binding + 0.7271 72.71%
Aromatase binding + 0.5739 57.39%
PPAR gamma + 0.7095 70.95%
Honey bee toxicity - 0.6286 62.86%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9939 99.39%

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 99.89% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.21% 91.49%
CHEMBL2581 P07339 Cathepsin D 94.99% 98.95%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 92.88% 85.30%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.27% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.15% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.13% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.25% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.21% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.53% 86.33%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 88.42% 85.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.97% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.94% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 87.46% 91.19%
CHEMBL2535 P11166 Glucose transporter 85.91% 98.75%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.29% 95.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.51% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.49% 97.09%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 84.46% 80.96%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.81% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.21% 95.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.20% 93.99%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 82.63% 94.80%
CHEMBL4208 P20618 Proteasome component C5 81.92% 90.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 81.72% 96.00%

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.
Artocarpus altilis

Cross-Links

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PubChem 163031840
LOTUS LTS0029569
wikiData Q104923517