5,6-Dihydroxy-5,6-dimethyl-4-methylidene-7-propan-2-yl-3-oxa-13-azatricyclo[8.5.1.013,16]hexadec-1(15)-en-8-one

Details

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Internal ID 70df5433-7760-4c1a-86f3-4cd0c88c9f83
Taxonomy Organoheterocyclic compounds > Pyrrolizines
IUPAC Name 5,6-dihydroxy-5,6-dimethyl-4-methylidene-7-propan-2-yl-3-oxa-13-azatricyclo[8.5.1.013,16]hexadec-1(15)-en-8-one
SMILES (Canonical) CC(C)C1C(=O)CC2CCN3C2C(=CC3)COC(=C)C(C1(C)O)(C)O
SMILES (Isomeric) CC(C)C1C(=O)CC2CCN3C2C(=CC3)COC(=C)C(C1(C)O)(C)O
InChI InChI=1S/C20H31NO4/c1-12(2)17-16(22)10-14-6-8-21-9-7-15(18(14)21)11-25-13(3)19(4,23)20(17,5)24/h7,12,14,17-18,23-24H,3,6,8-11H2,1-2,4-5H3
InChI Key RXQLGDQKEYUJOR-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H31NO4
Molecular Weight 349.50 g/mol
Exact Mass 349.22530847 g/mol
Topological Polar Surface Area (TPSA) 70.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 1.89
H-Bond Acceptor 5
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 5,6-Dihydroxy-5,6-dimethyl-4-methylidene-7-propan-2-yl-3-oxa-13-azatricyclo[8.5.1.013,16]hexadec-1(15)-en-8-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8520 85.20%
Caco-2 + 0.6706 67.06%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6270 62.70%
OATP2B1 inhibitior - 0.8618 86.18%
OATP1B1 inhibitior + 0.9248 92.48%
OATP1B3 inhibitior + 0.9434 94.34%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.5719 57.19%
P-glycoprotein inhibitior - 0.8160 81.60%
P-glycoprotein substrate + 0.5102 51.02%
CYP3A4 substrate + 0.6071 60.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.6610 66.10%
CYP3A4 inhibition - 0.9236 92.36%
CYP2C9 inhibition - 0.8929 89.29%
CYP2C19 inhibition - 0.8816 88.16%
CYP2D6 inhibition - 0.8985 89.85%
CYP1A2 inhibition - 0.8879 88.79%
CYP2C8 inhibition - 0.8733 87.33%
CYP inhibitory promiscuity - 0.9839 98.39%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Danger 0.6555 65.55%
Eye corrosion - 0.9781 97.81%
Eye irritation - 0.9781 97.81%
Skin irritation - 0.7362 73.62%
Skin corrosion - 0.9000 90.00%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5988 59.88%
Micronuclear + 0.6400 64.00%
Hepatotoxicity + 0.9250 92.50%
skin sensitisation - 0.7947 79.47%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.4692 46.92%
Acute Oral Toxicity (c) II 0.5204 52.04%
Estrogen receptor binding - 0.4869 48.69%
Androgen receptor binding + 0.6884 68.84%
Thyroid receptor binding + 0.5914 59.14%
Glucocorticoid receptor binding + 0.6904 69.04%
Aromatase binding + 0.6677 66.77%
PPAR gamma - 0.7523 75.23%
Honey bee toxicity - 0.8588 85.88%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.6448 64.48%

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 92.10% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.15% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.54% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.31% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.13% 100.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 89.40% 93.40%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.89% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.41% 97.25%
CHEMBL2581 P07339 Cathepsin D 85.16% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.95% 96.77%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.74% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.42% 97.14%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.26% 93.04%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.46% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.28% 89.00%

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.
Crotalaria aegyptiaca
Crotalaria globifera
Crotalaria recta
Crotalaria sessiliflora
Trichodesma incanum

Cross-Links

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PubChem 5322016
LOTUS LTS0081465
wikiData Q105247232