(1S,4S,9R,12S,13R,16R,17R)-17-hydroxy-17-(hydroxymethyl)-12-methyl-8-azapentacyclo[14.2.1.01,13.04,12.05,9]nonadec-5-en-7-one

Details

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Internal ID da94660d-eadc-4cc5-bb85-451bb5f4d314
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (1S,4S,9R,12S,13R,16R,17R)-17-hydroxy-17-(hydroxymethyl)-12-methyl-8-azapentacyclo[14.2.1.01,13.04,12.05,9]nonadec-5-en-7-one
SMILES (Canonical) CC12CCC3C(=CC(=O)N3)C1CCC45C2CCC(C4)C(C5)(CO)O
SMILES (Isomeric) C[C@@]12CC[C@@H]3C(=CC(=O)N3)[C@H]1CC[C@]45[C@H]2CC[C@H](C4)[C@](C5)(CO)O
InChI InChI=1S/C20H29NO3/c1-18-6-5-15-13(8-17(23)21-15)14(18)4-7-19-9-12(2-3-16(18)19)20(24,10-19)11-22/h8,12,14-16,22,24H,2-7,9-11H2,1H3,(H,21,23)/t12-,14-,15-,16+,18-,19+,20+/m1/s1
InChI Key LGVJHWQZLCCTPA-IZAYAAFUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H29NO3
Molecular Weight 331.40 g/mol
Exact Mass 331.21474379 g/mol
Topological Polar Surface Area (TPSA) 69.60 Ų
XlogP 1.60
Atomic LogP (AlogP) 2.15
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,4S,9R,12S,13R,16R,17R)-17-hydroxy-17-(hydroxymethyl)-12-methyl-8-azapentacyclo[14.2.1.01,13.04,12.05,9]nonadec-5-en-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 + 0.9965 99.65%
Caco-2 - 0.5587 55.87%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.6571 65.71%
Subcellular localzation Mitochondria 0.6952 69.52%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8991 89.91%
OATP1B3 inhibitior + 0.9563 95.63%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6541 65.41%
BSEP inhibitior - 0.4513 45.13%
P-glycoprotein inhibitior - 0.9085 90.85%
P-glycoprotein substrate - 0.5422 54.22%
CYP3A4 substrate + 0.6620 66.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8941 89.41%
CYP3A4 inhibition - 0.8676 86.76%
CYP2C9 inhibition - 0.8285 82.85%
CYP2C19 inhibition - 0.8031 80.31%
CYP2D6 inhibition - 0.8615 86.15%
CYP1A2 inhibition - 0.8155 81.55%
CYP2C8 inhibition - 0.8116 81.16%
CYP inhibitory promiscuity - 0.7586 75.86%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5677 56.77%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9947 99.47%
Skin irritation - 0.7181 71.81%
Skin corrosion - 0.9290 92.90%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4040 40.40%
Micronuclear - 0.5400 54.00%
Hepatotoxicity - 0.5728 57.28%
skin sensitisation - 0.8413 84.13%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.5970 59.70%
Acute Oral Toxicity (c) III 0.6589 65.89%
Estrogen receptor binding + 0.9231 92.31%
Androgen receptor binding + 0.6260 62.60%
Thyroid receptor binding + 0.8079 80.79%
Glucocorticoid receptor binding + 0.8600 86.00%
Aromatase binding + 0.6679 66.79%
PPAR gamma + 0.5969 59.69%
Honey bee toxicity - 0.8925 89.25%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.7919 79.19%

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 98.42% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.09% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.02% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.05% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 93.21% 94.75%
CHEMBL2581 P07339 Cathepsin D 92.42% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.99% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.03% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.08% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.95% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.45% 95.56%
CHEMBL4208 P20618 Proteasome component C5 83.53% 90.00%
CHEMBL221 P23219 Cyclooxygenase-1 81.79% 90.17%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.77% 97.28%

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.
Diplospora dubia

Cross-Links

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PubChem 16680829
LOTUS LTS0001468
wikiData Q105151594