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[(1R,2R,3R,5R,6S,8S,9R,10S,11R,12R)-9,10-diacetyloxy-12-hydroxy-2,5,6,12-tetramethyl-7,16-dioxapentacyclo[9.7.0.02,8.06,8.013,17]octadeca-13(17),14-dien-3-yl] acetate

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 0f3c7a4b-25d6-4a0c-8627-1bc795a459df
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name [(1R,2R,3R,5R,6S,8S,9R,10S,11R,12R)-9,10-diacetyloxy-12-hydroxy-2,5,6,12-tetramethyl-7,16-dioxapentacyclo[9.7.0.02,8.06,8.013,17]octadeca-13(17),14-dien-3-yl] acetate
SMILES (Canonical) CC1CC(C2(C3CC4=C(C=CO4)C(C3C(C(C25C1(O5)C)OC(=O)C)OC(=O)C)(C)O)C)OC(=O)C
SMILES (Isomeric) C[C@@H]1C[C@H]([C@]2([C@@H]3CC4=C(C=CO4)[C@]([C@H]3[C@@H]([C@H]([C@]25[C@]1(O5)C)OC(=O)C)OC(=O)C)(C)O)C)OC(=O)C
InChI InChI=1S/C26H34O9/c1-12-10-19(32-13(2)27)23(5)17-11-18-16(8-9-31-18)24(6,30)20(17)21(33-14(3)28)22(34-15(4)29)26(23)25(12,7)35-26/h8-9,12,17,19-22,30H,10-11H2,1-7H3/t12-,17-,19-,20-,21+,22-,23-,24+,25+,26-/m1/s1
InChI Key XFBKUWVLEJBLBR-TXLMXEBGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H34O9
Molecular Weight 490.50 g/mol
Exact Mass 490.22028266 g/mol
Topological Polar Surface Area (TPSA) 125.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.66
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,3R,5R,6S,8S,9R,10S,11R,12R)-9,10-diacetyloxy-12-hydroxy-2,5,6,12-tetramethyl-7,16-dioxapentacyclo[9.7.0.02,8.06,8.013,17]octadeca-13(17),14-dien-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9672 96.72%
Caco-2 - 0.5725 57.25%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.6472 64.72%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8649 86.49%
OATP1B3 inhibitior - 0.2951 29.51%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7988 79.88%
P-glycoprotein inhibitior + 0.7444 74.44%
P-glycoprotein substrate - 0.5684 56.84%
CYP3A4 substrate + 0.6579 65.79%
CYP2C9 substrate - 0.6090 60.90%
CYP2D6 substrate - 0.8329 83.29%
CYP3A4 inhibition - 0.6777 67.77%
CYP2C9 inhibition - 0.7945 79.45%
CYP2C19 inhibition - 0.7844 78.44%
CYP2D6 inhibition - 0.9398 93.98%
CYP1A2 inhibition - 0.7080 70.80%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.8968 89.68%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5037 50.37%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9259 92.59%
Skin irritation - 0.6986 69.86%
Skin corrosion - 0.9096 90.96%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4592 45.92%
Micronuclear - 0.5600 56.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.8113 81.13%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.5529 55.29%
Acute Oral Toxicity (c) I 0.3194 31.94%
Estrogen receptor binding + 0.8123 81.23%
Androgen receptor binding + 0.6592 65.92%
Thyroid receptor binding + 0.6455 64.55%
Glucocorticoid receptor binding + 0.7279 72.79%
Aromatase binding + 0.6775 67.75%
PPAR gamma + 0.6930 69.30%
Honey bee toxicity - 0.7819 78.19%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5955 59.55%
Fish aquatic toxicity + 0.9888 98.88%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.68% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.64% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 92.98% 97.79%
CHEMBL340 P08684 Cytochrome P450 3A4 92.92% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.37% 95.56%
CHEMBL2581 P07339 Cathepsin D 87.87% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 86.66% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.48% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.43% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.97% 85.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.73% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.27% 100.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 82.24% 94.80%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.11% 97.25%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.95% 93.56%
CHEMBL4208 P20618 Proteasome component C5 81.95% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.76% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.47% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.25% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.12% 99.23%

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 162922060
LOTUS LTS0110368
wikiData Q105326907