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[(1R,4S,4aS,8aS)-3-[(1S,2S,7S,8R,11S,13S,15R)-11-[[(4S,5S,5aS,9aS)-5-acetyloxy-6,6,9a-trimethyl-1-oxo-4,5,5a,7,8,9-hexahydro-3H-benzo[e][2]benzofuran-4-yl]oxy]-8-acetyloxy-2,6,6-trimethyl-12,14,16-trioxatetracyclo[8.6.0.01,13.02,7]hexadec-9-en-15-yl]-4-formyl-4-hydroxy-4a,8,8-trimethyl-5,6,7,8a-tetrahydro-1H-naphthalen-1-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 880a68d8-e00c-4016-8ad5-94639473fc04
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name [(1R,4S,4aS,8aS)-3-[(1S,2S,7S,8R,11S,13S,15R)-11-[[(4S,5S,5aS,9aS)-5-acetyloxy-6,6,9a-trimethyl-1-oxo-4,5,5a,7,8,9-hexahydro-3H-benzo[e][2]benzofuran-4-yl]oxy]-8-acetyloxy-2,6,6-trimethyl-12,14,16-trioxatetracyclo[8.6.0.01,13.02,7]hexadec-9-en-15-yl]-4-formyl-4-hydroxy-4a,8,8-trimethyl-5,6,7,8a-tetrahydro-1H-naphthalen-1-yl] acetate
SMILES (Canonical) CC(=O)OC1C=C(C(C2(C1C(CCC2)(C)C)C)(C=O)O)C3OC4C5(O3)C(=CC(C6C5(CCCC6(C)C)C)OC(=O)C)C(O4)OC7C(C8C(CCCC8(C9=C7COC9=O)C)(C)C)OC(=O)C
SMILES (Isomeric) CC(=O)O[C@@H]1C=C([C@@]([C@@]2([C@@H]1C(CCC2)(C)C)C)(C=O)O)[C@H]3O[C@H]4[C@@]5(O3)C(=C[C@H]([C@@H]6[C@@]5(CCCC6(C)C)C)OC(=O)C)[C@H](O4)O[C@@H]7[C@H]([C@@H]8[C@](CCCC8(C)C)(C9=C7COC9=O)C)OC(=O)C
InChI InChI=1S/C51H70O14/c1-26(53)59-32-22-30(50(57,25-52)48(11)20-14-17-44(4,5)37(32)48)42-64-43-51(65-42)31(23-33(60-27(2)54)38-45(6,7)18-15-21-49(38,51)12)41(63-43)62-35-29-24-58-40(56)34(29)47(10)19-13-16-46(8,9)39(47)36(35)61-28(3)55/h22-23,25,32-33,35-39,41-43,57H,13-21,24H2,1-12H3/t32-,33-,35+,36-,37+,38+,39+,41+,42+,43+,47-,48+,49+,50-,51+/m1/s1
InChI Key YTOQPRPHVXEGPA-CCFMMHEDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C51H70O14
Molecular Weight 907.10 g/mol
Exact Mass 906.47655690 g/mol
Topological Polar Surface Area (TPSA) 179.00 Ų
XlogP 6.50
Atomic LogP (AlogP) 7.14
H-Bond Acceptor 14
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,4S,4aS,8aS)-3-[(1S,2S,7S,8R,11S,13S,15R)-11-[[(4S,5S,5aS,9aS)-5-acetyloxy-6,6,9a-trimethyl-1-oxo-4,5,5a,7,8,9-hexahydro-3H-benzo[e][2]benzofuran-4-yl]oxy]-8-acetyloxy-2,6,6-trimethyl-12,14,16-trioxatetracyclo[8.6.0.01,13.02,7]hexadec-9-en-15-yl]-4-formyl-4-hydroxy-4a,8,8-trimethyl-5,6,7,8a-tetrahydro-1H-naphthalen-1-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 + 0.9909 99.09%
Caco-2 - 0.8487 84.87%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8850 88.50%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8296 82.96%
OATP1B3 inhibitior - 0.3169 31.69%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5864 58.64%
BSEP inhibitior + 0.9832 98.32%
P-glycoprotein inhibitior + 0.7812 78.12%
P-glycoprotein substrate + 0.6058 60.58%
CYP3A4 substrate + 0.7178 71.78%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8986 89.86%
CYP3A4 inhibition - 0.8042 80.42%
CYP2C9 inhibition + 0.5087 50.87%
CYP2C19 inhibition - 0.8224 82.24%
CYP2D6 inhibition - 0.9211 92.11%
CYP1A2 inhibition - 0.7273 72.73%
CYP2C8 inhibition + 0.6555 65.55%
CYP inhibitory promiscuity - 0.7580 75.80%
UGT catelyzed + 0.6362 63.62%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4420 44.20%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9042 90.42%
Skin irritation - 0.5704 57.04%
Skin corrosion - 0.9247 92.47%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4334 43.34%
Micronuclear - 0.7200 72.00%
Hepatotoxicity + 0.5875 58.75%
skin sensitisation - 0.8458 84.58%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity + 0.5574 55.74%
Acute Oral Toxicity (c) I 0.4438 44.38%
Estrogen receptor binding + 0.7887 78.87%
Androgen receptor binding + 0.7708 77.08%
Thyroid receptor binding + 0.6058 60.58%
Glucocorticoid receptor binding + 0.7672 76.72%
Aromatase binding + 0.6727 67.27%
PPAR gamma + 0.7581 75.81%
Honey bee toxicity - 0.6981 69.81%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9953 99.53%

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 97.55% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.34% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.95% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.18% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.42% 86.33%
CHEMBL4208 P20618 Proteasome component C5 90.19% 90.00%
CHEMBL2581 P07339 Cathepsin D 89.90% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.82% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.13% 97.25%
CHEMBL3401 O75469 Pregnane X receptor 85.46% 94.73%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.95% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.99% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.66% 91.19%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.39% 95.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.26% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.10% 95.89%
CHEMBL5028 O14672 ADAM10 81.40% 97.50%

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.
Cinnamosma fragrans

Cross-Links

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PubChem 163014139
LOTUS LTS0200146
wikiData Q105361783