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(1S,2S,5S,8S)-2-hydroxy-1,5-dimethyl-8-[2-[(1S,2R,3R,7R,10S,11R,13S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,11]hexadecan-2-yl]ethyl]-6-oxabicyclo[3.2.1]octan-7-one

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 0548ff55-33b9-4e17-8a3d-de3f27067b5a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S,2S,5S,8S)-2-hydroxy-1,5-dimethyl-8-[2-[(1S,2R,3R,7R,10S,11R,13S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,11]hexadecan-2-yl]ethyl]-6-oxabicyclo[3.2.1]octan-7-one
SMILES (Canonical) CC(C)C1CCC2(C3CCC45C3NC1C2(C4CCC5)CCC6C7(CCC(C6(C(=O)O7)C)O)C)C
SMILES (Isomeric) CC(C)[C@H]1CC[C@]2([C@@H]3CC[C@@]45[C@@H]3N[C@@H]1[C@@]2([C@@H]4CCC5)CC[C@@H]6[C@@]7(CC[C@@H]([C@]6(C(=O)O7)C)O)C)C
InChI InChI=1S/C30H47NO3/c1-17(2)18-8-13-26(3)19-9-15-29-12-6-7-21(29)30(26,23(18)31-24(19)29)16-10-20-27(4)14-11-22(32)28(20,5)25(33)34-27/h17-24,31-32H,6-16H2,1-5H3/t18-,19-,20-,21-,22+,23+,24-,26+,27+,28+,29-,30+/m1/s1
InChI Key GGYPDBWAGPOGDU-HMNPTNDZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H47NO3
Molecular Weight 469.70 g/mol
Exact Mass 469.35559436 g/mol
Topological Polar Surface Area (TPSA) 58.60 Ų
XlogP 5.90
Atomic LogP (AlogP) 5.47
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,5S,8S)-2-hydroxy-1,5-dimethyl-8-[2-[(1S,2R,3R,7R,10S,11R,13S,14R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,11]hexadecan-2-yl]ethyl]-6-oxabicyclo[3.2.1]octan-7-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9794 97.94%
Caco-2 - 0.7230 72.30%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.5697 56.97%
OATP2B1 inhibitior - 0.5755 57.55%
OATP1B1 inhibitior + 0.8717 87.17%
OATP1B3 inhibitior + 0.9215 92.15%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.6347 63.47%
P-glycoprotein inhibitior - 0.6561 65.61%
P-glycoprotein substrate + 0.5179 51.79%
CYP3A4 substrate + 0.6924 69.24%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3456 34.56%
CYP3A4 inhibition - 0.9247 92.47%
CYP2C9 inhibition - 0.9005 90.05%
CYP2C19 inhibition - 0.8836 88.36%
CYP2D6 inhibition - 0.9376 93.76%
CYP1A2 inhibition - 0.9010 90.10%
CYP2C8 inhibition + 0.4790 47.90%
CYP inhibitory promiscuity - 0.9194 91.94%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6041 60.41%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.9217 92.17%
Skin irritation - 0.6833 68.33%
Skin corrosion - 0.8908 89.08%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5620 56.20%
Micronuclear - 0.5800 58.00%
Hepatotoxicity - 0.5181 51.81%
skin sensitisation - 0.8195 81.95%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.6314 63.14%
Acute Oral Toxicity (c) III 0.4906 49.06%
Estrogen receptor binding + 0.7260 72.60%
Androgen receptor binding + 0.7427 74.27%
Thyroid receptor binding + 0.5435 54.35%
Glucocorticoid receptor binding + 0.7315 73.15%
Aromatase binding + 0.7965 79.65%
PPAR gamma + 0.6076 60.76%
Honey bee toxicity - 0.7612 76.12%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.8618 86.18%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.69% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.68% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.92% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.48% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.39% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 93.38% 94.75%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.69% 91.11%
CHEMBL5103 Q969S8 Histone deacetylase 10 88.90% 90.08%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.66% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.82% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.21% 95.89%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.73% 96.38%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.60% 89.00%
CHEMBL3310 Q96DB2 Histone deacetylase 11 84.52% 88.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.57% 96.95%
CHEMBL1871 P10275 Androgen Receptor 83.42% 96.43%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.96% 100.00%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 82.85% 99.17%
CHEMBL221 P23219 Cyclooxygenase-1 82.45% 90.17%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.57% 96.61%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.93% 93.03%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.32% 92.88%

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.
Daphniphyllum pentandrum

Cross-Links

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PubChem 163104116
LOTUS LTS0253906
wikiData Q105008378