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[(1S,3R,4S,5S,8S,9R,11R,14R,16S,17S,18S,19S)-4,10-diacetyloxy-9,19-dihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-3-yl] 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 3d04fb68-61fa-4c2e-a9ee-fe328a6a60ff
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
IUPAC Name [(1S,3R,4S,5S,8S,9R,11R,14R,16S,17S,18S,19S)-4,10-diacetyloxy-9,19-dihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-3-yl] 2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1CC23C4C5CC67C2C(C(C(C6(C3N5CC4(C1OC(=O)C)C)O)OC(=O)C)C(=C)C7)O
SMILES (Isomeric) CCC(C)C(=O)O[C@@H]1C[C@]23[C@@H]4[C@@H]5C[C@]67[C@H]2[C@@H]([C@H](C([C@@]6([C@H]3N5C[C@]4([C@@H]1OC(=O)C)C)O)OC(=O)C)C(=C)C7)O
InChI InChI=1S/C29H39NO8/c1-7-12(2)24(34)38-17-10-28-20-16-9-27-8-13(3)18(19(33)21(27)28)23(37-15(5)32)29(27,35)25(28)30(16)11-26(20,6)22(17)36-14(4)31/h12,16-23,25,33,35H,3,7-11H2,1-2,4-6H3/t12?,16-,17+,18+,19+,20+,21+,22+,23?,25-,26+,27+,28-,29-/m0/s1
InChI Key KMAQVOJDJROIFI-DVWJMQNMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H39NO8
Molecular Weight 529.60 g/mol
Exact Mass 529.26756720 g/mol
Topological Polar Surface Area (TPSA) 123.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.59
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3R,4S,5S,8S,9R,11R,14R,16S,17S,18S,19S)-4,10-diacetyloxy-9,19-dihydroxy-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.01,8.05,17.07,16.09,14.014,18]nonadecan-3-yl] 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 + 0.8531 85.31%
Caco-2 - 0.7424 74.24%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.5689 56.89%
OATP2B1 inhibitior - 0.8606 86.06%
OATP1B1 inhibitior + 0.8753 87.53%
OATP1B3 inhibitior + 0.9343 93.43%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.4806 48.06%
P-glycoprotein inhibitior + 0.5745 57.45%
P-glycoprotein substrate + 0.5639 56.39%
CYP3A4 substrate + 0.6780 67.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7425 74.25%
CYP3A4 inhibition - 0.9183 91.83%
CYP2C9 inhibition - 0.8593 85.93%
CYP2C19 inhibition - 0.8701 87.01%
CYP2D6 inhibition - 0.9172 91.72%
CYP1A2 inhibition - 0.8902 89.02%
CYP2C8 inhibition - 0.5669 56.69%
CYP inhibitory promiscuity - 0.7496 74.96%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4392 43.92%
Eye corrosion - 0.9869 98.69%
Eye irritation - 0.9130 91.30%
Skin irritation - 0.7236 72.36%
Skin corrosion - 0.9275 92.75%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear + 0.6200 62.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.8557 85.57%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.4729 47.29%
Acute Oral Toxicity (c) III 0.5397 53.97%
Estrogen receptor binding + 0.7760 77.60%
Androgen receptor binding + 0.7189 71.89%
Thyroid receptor binding - 0.5170 51.70%
Glucocorticoid receptor binding + 0.6341 63.41%
Aromatase binding + 0.7242 72.42%
PPAR gamma + 0.6402 64.02%
Honey bee toxicity - 0.7744 77.44%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5450 54.50%
Fish aquatic toxicity + 0.9740 97.40%

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 99.32% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.44% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 98.00% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.72% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.31% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.47% 96.77%
CHEMBL2581 P07339 Cathepsin D 92.40% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 86.72% 91.19%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.73% 98.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.53% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.45% 94.33%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.38% 97.28%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.41% 95.89%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.85% 89.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.76% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.73% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.44% 97.14%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.08% 82.50%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.78% 97.50%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 80.50% 95.36%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 80.05% 99.17%

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 102066385
LOTUS LTS0150365
wikiData Q105142904