1alpha,6beta-Diacetoxy-2 alpha,9beta-dibenzoyloxy-15-isobutanoyloxy-beta-dihydroagarofuran

Details

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Internal ID feff738e-7b85-4d3c-b4ba-e04902ad6da8
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
IUPAC Name [(1S,2R,4S,5R,6R,7S,9R,12R)-5,12-diacetyloxy-7-benzoyloxy-2,10,10-trimethyl-6-(3-methylbutanoyloxymethyl)-11-oxatricyclo[7.2.1.01,6]dodecan-4-yl] benzoate
SMILES (Canonical) CC1CC(C(C2(C13C(C(CC2OC(=O)C4=CC=CC=C4)C(O3)(C)C)OC(=O)C)COC(=O)CC(C)C)OC(=O)C)OC(=O)C5=CC=CC=C5
SMILES (Isomeric) C[C@@H]1C[C@@H]([C@@H]([C@@]2([C@]13[C@@H]([C@@H](C[C@@H]2OC(=O)C4=CC=CC=C4)C(O3)(C)C)OC(=O)C)COC(=O)CC(C)C)OC(=O)C)OC(=O)C5=CC=CC=C5
InChI InChI=1S/C38H46O11/c1-22(2)18-31(41)44-21-37-30(48-35(43)27-16-12-9-13-17-27)20-28-32(45-24(4)39)38(37,49-36(28,6)7)23(3)19-29(33(37)46-25(5)40)47-34(42)26-14-10-8-11-15-26/h8-17,22-23,28-30,32-33H,18-21H2,1-7H3/t23-,28-,29+,30+,32-,33+,37-,38-/m1/s1
InChI Key BLOHSDHMGDNCOV-UDJQVXKASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C38H46O11
Molecular Weight 678.80 g/mol
Exact Mass 678.30401228 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 6.10
Atomic LogP (AlogP) 5.48
H-Bond Acceptor 11
H-Bond Donor 0
Rotatable Bonds 10

Synonyms

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1alpha,6beta-diacetoxy-2 alpha,9beta-dibenzoyloxy-15-isobutanoyloxy-beta-dihydroagarofuran
InChI=1/C38H46O11/c1-22(2)18-31(41)44-21-37-30(48-35(43)27-16-12-9-13-17-27)20-28-32(45-24(4)39)38(37,49-36(28,6)7)23(3)19-29(33(37)46-25(5)40)47-34(42)26-14-10-8-11-15-26/h8-17,22-23,28-30,32-33H,18-21H2,1-7H3/t23?,28?,29?,30?,32?,33?,37-,38-/m1/s

2D Structure

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2D Structure of 1alpha,6beta-Diacetoxy-2 alpha,9beta-dibenzoyloxy-15-isobutanoyloxy-beta-dihydroagarofuran

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9889 98.89%
Caco-2 - 0.7823 78.23%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7201 72.01%
OATP2B1 inhibitior - 0.8581 85.81%
OATP1B1 inhibitior + 0.8598 85.98%
OATP1B3 inhibitior + 0.9098 90.98%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9931 99.31%
P-glycoprotein inhibitior + 0.9080 90.80%
P-glycoprotein substrate + 0.5091 50.91%
CYP3A4 substrate + 0.6829 68.29%
CYP2C9 substrate - 0.8067 80.67%
CYP2D6 substrate - 0.8529 85.29%
CYP3A4 inhibition - 0.7333 73.33%
CYP2C9 inhibition - 0.5496 54.96%
CYP2C19 inhibition - 0.5618 56.18%
CYP2D6 inhibition - 0.9553 95.53%
CYP1A2 inhibition - 0.7861 78.61%
CYP2C8 inhibition + 0.6753 67.53%
CYP inhibitory promiscuity - 0.7371 73.71%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5895 58.95%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9010 90.10%
Skin irritation - 0.8155 81.55%
Skin corrosion - 0.9606 96.06%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8359 83.59%
Micronuclear - 0.6626 66.26%
Hepatotoxicity + 0.5178 51.78%
skin sensitisation - 0.8223 82.23%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.5778 57.78%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.5583 55.83%
Acute Oral Toxicity (c) III 0.4882 48.82%
Estrogen receptor binding + 0.8044 80.44%
Androgen receptor binding + 0.6944 69.44%
Thyroid receptor binding + 0.6387 63.87%
Glucocorticoid receptor binding + 0.7281 72.81%
Aromatase binding + 0.6090 60.90%
PPAR gamma + 0.7597 75.97%
Honey bee toxicity - 0.7812 78.12%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5545 55.45%
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
CHEMBL2996 Q05655 Protein kinase C delta 98.23% 97.79%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.18% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 96.80% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.93% 86.33%
CHEMBL2581 P07339 Cathepsin D 94.77% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.04% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.42% 97.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.13% 94.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.82% 95.56%
CHEMBL5028 O14672 ADAM10 86.16% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.15% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.85% 99.23%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.66% 94.08%
CHEMBL340 P08684 Cytochrome P450 3A4 81.55% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.48% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.09% 96.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.76% 85.14%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.50% 83.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.44% 82.69%

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.
Microtropis fokienensis

Cross-Links

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PubChem 11600035
NPASS NPC184747
ChEMBL CHEMBL509571