(1S,4S,9S,12S,13R,16R,17R)-17-hydroxy-17-(hydroxymethyl)-9-methoxy-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 d2b36ccd-c164-4d84-b7c7-17ae993e36eb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (1S,4S,9S,12S,13R,16R,17R)-17-hydroxy-17-(hydroxymethyl)-9-methoxy-12-methyl-8-azapentacyclo[14.2.1.01,13.04,12.05,9]nonadec-5-en-7-one
SMILES (Canonical) CC12CCC3(C(=CC(=O)N3)C1CCC45C2CCC(C4)C(C5)(CO)O)OC
SMILES (Isomeric) C[C@@]12CC[C@@]3(C(=CC(=O)N3)[C@H]1CC[C@]45[C@H]2CC[C@H](C4)[C@](C5)(CO)O)OC
InChI InChI=1S/C21H31NO4/c1-18-7-8-21(26-2)15(9-17(24)22-21)14(18)5-6-19-10-13(3-4-16(18)19)20(25,11-19)12-23/h9,13-14,16,23,25H,3-8,10-12H2,1-2H3,(H,22,24)/t13-,14-,16+,18-,19+,20+,21+/m1/s1
InChI Key KTNZRKKLKVMLHB-XOVQUKCCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H31NO4
Molecular Weight 361.50 g/mol
Exact Mass 361.22530847 g/mol
Topological Polar Surface Area (TPSA) 78.80 Ų
XlogP 1.40
Atomic LogP (AlogP) 2.13
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,4S,9S,12S,13R,16R,17R)-17-hydroxy-17-(hydroxymethyl)-9-methoxy-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 + 0.9914 99.14%
Caco-2 - 0.5356 53.56%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability + 0.7000 70.00%
Subcellular localzation Mitochondria 0.6910 69.10%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9028 90.28%
OATP1B3 inhibitior + 0.9478 94.78%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7541 75.41%
BSEP inhibitior + 0.8274 82.74%
P-glycoprotein inhibitior - 0.8439 84.39%
P-glycoprotein substrate - 0.5442 54.42%
CYP3A4 substrate + 0.6701 67.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8869 88.69%
CYP3A4 inhibition - 0.9083 90.83%
CYP2C9 inhibition - 0.8383 83.83%
CYP2C19 inhibition - 0.8664 86.64%
CYP2D6 inhibition - 0.8710 87.10%
CYP1A2 inhibition - 0.7671 76.71%
CYP2C8 inhibition - 0.6717 67.17%
CYP inhibitory promiscuity - 0.8707 87.07%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5922 59.22%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.9942 99.42%
Skin irritation - 0.7140 71.40%
Skin corrosion - 0.9303 93.03%
Ames mutagenesis - 0.6908 69.08%
Human Ether-a-go-go-Related Gene inhibition - 0.3947 39.47%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.6643 66.43%
skin sensitisation - 0.8559 85.59%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.6990 69.90%
Acute Oral Toxicity (c) III 0.6126 61.26%
Estrogen receptor binding + 0.8429 84.29%
Androgen receptor binding + 0.7078 70.78%
Thyroid receptor binding + 0.8188 81.88%
Glucocorticoid receptor binding + 0.8820 88.20%
Aromatase binding + 0.7917 79.17%
PPAR gamma - 0.4928 49.28%
Honey bee toxicity - 0.8533 85.33%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.7493 74.93%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.68% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.43% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.62% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.32% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.61% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.88% 82.69%
CHEMBL2581 P07339 Cathepsin D 91.70% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.72% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.47% 95.56%
CHEMBL4208 P20618 Proteasome component C5 85.39% 90.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.64% 93.99%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.48% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.08% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.84% 94.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.36% 93.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.78% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.46% 86.33%
CHEMBL3820 P35557 Hexokinase type IV 81.12% 91.96%
CHEMBL221 P23219 Cyclooxygenase-1 80.31% 90.17%

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 16680830
LOTUS LTS0014915
wikiData Q105145886