(1R,2R,4S,5R,8S,10R,12S,13S,14R,16R,17R,19R)-11-ethyl-5-methyl-18-methylidene-9-oxa-11-azaheptacyclo[15.2.1.01,14.02,12.04,13.05,10.08,13]icosane-16,19-diol

Details

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Internal ID 6a56f1d2-4dd2-4a1b-bff3-ba6b95f4bc00
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
IUPAC Name (1R,2R,4S,5R,8S,10R,12S,13S,14R,16R,17R,19R)-11-ethyl-5-methyl-18-methylidene-9-oxa-11-azaheptacyclo[15.2.1.01,14.02,12.04,13.05,10.08,13]icosane-16,19-diol
SMILES (Canonical) CCN1C2C3CC4C2(C5CCC4(C1O5)C)C6C37CC(C(C6)O)C(=C)C7O
SMILES (Isomeric) CCN1[C@H]2[C@@H]3C[C@H]4[C@@]2([C@@H]5CC[C@]4([C@H]1O5)C)[C@H]6[C@]37C[C@@H]([C@@H](C6)O)C(=C)[C@H]7O
InChI InChI=1S/C22H31NO3/c1-4-23-17-12-7-14-20(3)6-5-16(26-19(20)23)22(14,17)15-8-13(24)11-9-21(12,15)18(25)10(11)2/h11-19,24-25H,2,4-9H2,1,3H3/t11-,12+,13-,14-,15-,16+,17+,18-,19-,20-,21+,22+/m1/s1
InChI Key ULFMQUVPNJZNKM-RMNFRDRLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H31NO3
Molecular Weight 357.50 g/mol
Exact Mass 357.23039385 g/mol
Topological Polar Surface Area (TPSA) 52.90 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.16
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2R,4S,5R,8S,10R,12S,13S,14R,16R,17R,19R)-11-ethyl-5-methyl-18-methylidene-9-oxa-11-azaheptacyclo[15.2.1.01,14.02,12.04,13.05,10.08,13]icosane-16,19-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9656 96.56%
Caco-2 - 0.5368 53.68%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Lysosomes 0.4148 41.48%
OATP2B1 inhibitior - 0.8603 86.03%
OATP1B1 inhibitior + 0.8821 88.21%
OATP1B3 inhibitior + 0.9460 94.60%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.8811 88.11%
P-glycoprotein inhibitior - 0.8303 83.03%
P-glycoprotein substrate - 0.5564 55.64%
CYP3A4 substrate + 0.6960 69.60%
CYP2C9 substrate - 0.8100 81.00%
CYP2D6 substrate - 0.7255 72.55%
CYP3A4 inhibition - 0.7586 75.86%
CYP2C9 inhibition - 0.8230 82.30%
CYP2C19 inhibition - 0.7342 73.42%
CYP2D6 inhibition - 0.9054 90.54%
CYP1A2 inhibition - 0.8120 81.20%
CYP2C8 inhibition - 0.6061 60.61%
CYP inhibitory promiscuity - 0.7372 73.72%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5604 56.04%
Eye corrosion - 0.9872 98.72%
Eye irritation - 0.9278 92.78%
Skin irritation - 0.7601 76.01%
Skin corrosion - 0.9107 91.07%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7345 73.45%
Micronuclear + 0.5300 53.00%
Hepatotoxicity - 0.6041 60.41%
skin sensitisation - 0.8257 82.57%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.8014 80.14%
Acute Oral Toxicity (c) III 0.5485 54.85%
Estrogen receptor binding + 0.6969 69.69%
Androgen receptor binding + 0.6877 68.77%
Thyroid receptor binding + 0.7181 71.81%
Glucocorticoid receptor binding + 0.6857 68.57%
Aromatase binding + 0.6476 64.76%
PPAR gamma + 0.6465 64.65%
Honey bee toxicity - 0.8446 84.46%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9404 94.04%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.41% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.87% 97.25%
CHEMBL226 P30542 Adenosine A1 receptor 94.61% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.07% 97.09%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 92.16% 95.58%
CHEMBL221 P23219 Cyclooxygenase-1 91.23% 90.17%
CHEMBL1871 P10275 Androgen Receptor 91.15% 96.43%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.90% 100.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 84.67% 97.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.72% 82.69%
CHEMBL4072 P07858 Cathepsin B 82.70% 93.67%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.62% 86.33%

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.
Aconitum barbatum
Aconitum kongboense
Aconitum napellus
Microglossa pyrrhopappa

Cross-Links

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PubChem 162983525
LOTUS LTS0006735
wikiData Q104946819