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[(1R,3R,4S,5S,8S,9R,10S,11R,14R,16S,17R,18R,19R)-4,10-diacetyloxy-9,18,19-trihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-3-yl] (2R)-2-methylbutanoate

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 29d835a9-3c37-4de4-a96a-a57dc0e872ef
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
IUPAC Name [(1R,3R,4S,5S,8S,9R,10S,11R,14R,16S,17R,18R,19R)-4,10-diacetyloxy-9,18,19-trihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-3-yl] (2R)-2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1CC23C4C5CC67C2(C(C(C(C6(C3N5CC4(C1OC(=O)C)C)O)OC(=O)C)C(=C)C7)O)O
SMILES (Isomeric) CC[C@@H](C)C(=O)O[C@@H]1C[C@]23[C@@H]4[C@@H]5C[C@]67[C@]2([C@@H]([C@H]([C@@H]([C@@]6([C@H]3N5C[C@]4([C@@H]1OC(=O)C)C)O)OC(=O)C)C(=C)C7)O)O
InChI InChI=1S/C29H39NO9/c1-7-12(2)23(34)39-17-10-27-19-16-9-26-8-13(3)18(20(33)29(26,27)36)22(38-15(5)32)28(26,35)24(27)30(16)11-25(19,6)21(17)37-14(4)31/h12,16-22,24,33,35-36H,3,7-11H2,1-2,4-6H3/t12-,16+,17-,18-,19-,20-,21-,22+,24+,25-,26+,27-,28+,29+/m1/s1
InChI Key FMHMIHWYLHPMBU-QWUKKUJLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H39NO9
Molecular Weight 545.60 g/mol
Exact Mass 545.26248182 g/mol
Topological Polar Surface Area (TPSA) 143.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 0.70
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,3R,4S,5S,8S,9R,10S,11R,14R,16S,17R,18R,19R)-4,10-diacetyloxy-9,18,19-trihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-3-yl] (2R)-2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6346 63.46%
Caco-2 - 0.7764 77.64%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.5430 54.30%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8715 87.15%
OATP1B3 inhibitior + 0.9409 94.09%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.4810 48.10%
P-glycoprotein inhibitior - 0.4296 42.96%
P-glycoprotein substrate + 0.5766 57.66%
CYP3A4 substrate + 0.6877 68.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7641 76.41%
CYP3A4 inhibition - 0.9556 95.56%
CYP2C9 inhibition - 0.8438 84.38%
CYP2C19 inhibition - 0.8588 85.88%
CYP2D6 inhibition - 0.9160 91.60%
CYP1A2 inhibition - 0.8797 87.97%
CYP2C8 inhibition + 0.4817 48.17%
CYP inhibitory promiscuity - 0.8213 82.13%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4549 45.49%
Eye corrosion - 0.9857 98.57%
Eye irritation - 0.9127 91.27%
Skin irritation - 0.7269 72.69%
Skin corrosion - 0.9246 92.46%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4794 47.94%
Micronuclear + 0.6500 65.00%
Hepatotoxicity + 0.5025 50.25%
skin sensitisation - 0.8497 84.97%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.4707 47.07%
Acute Oral Toxicity (c) III 0.5556 55.56%
Estrogen receptor binding + 0.7647 76.47%
Androgen receptor binding + 0.7456 74.56%
Thyroid receptor binding - 0.5207 52.07%
Glucocorticoid receptor binding + 0.5955 59.55%
Aromatase binding + 0.7290 72.90%
PPAR gamma + 0.6294 62.94%
Honey bee toxicity - 0.7413 74.13%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6150 61.50%
Fish aquatic toxicity + 0.9713 97.13%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.66% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.26% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.18% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 96.58% 90.17%
CHEMBL2581 P07339 Cathepsin D 94.91% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.72% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 89.35% 91.19%
CHEMBL3922 P50579 Methionine aminopeptidase 2 86.44% 97.28%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 84.45% 82.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.26% 95.89%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.55% 89.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.54% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.88% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.65% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.22% 96.61%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.06% 96.47%

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 163104007
LOTUS LTS0148405
wikiData Q104997846