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methyl (1R,2S,3R,5S,6S,7R,8R,11S,17R,18R)-8-hydroxy-2,6-dimethyl-4-oxa-9-azaheptacyclo[12.5.1.13,7.01,8.02,11.05,9.017,20]henicos-14(20)-ene-18-carboxylate

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 f7b8faf8-c4c4-4dff-b334-db62e7e7ef24
Taxonomy Organoheterocyclic compounds > Azaspirodecane derivatives
IUPAC Name methyl (1R,2S,3R,5S,6S,7R,8R,11S,17R,18R)-8-hydroxy-2,6-dimethyl-4-oxa-9-azaheptacyclo[12.5.1.13,7.01,8.02,11.05,9.017,20]henicos-14(20)-ene-18-carboxylate
SMILES (Canonical) CC1C2CC3C4(C5CCC6=C7C4(C2(N(C5)C1O3)O)CC(C7CC6)C(=O)OC)C
SMILES (Isomeric) C[C@H]1[C@H]2C[C@@H]3[C@]4([C@@H]5CCC6=C7[C@]4([C@]2(N(C5)[C@H]1O3)O)C[C@H]([C@H]7CC6)C(=O)OC)C
InChI InChI=1S/C23H31NO4/c1-11-16-8-17-21(2)13-6-4-12-5-7-14-15(20(25)27-3)9-22(21,18(12)14)23(16,26)24(10-13)19(11)28-17/h11,13-17,19,26H,4-10H2,1-3H3/t11-,13+,14+,15+,16+,17+,19-,21+,22+,23+/m0/s1
InChI Key ZZRVJVJEALEZSI-KAYAUOBVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H31NO4
Molecular Weight 385.50 g/mol
Exact Mass 385.22530847 g/mol
Topological Polar Surface Area (TPSA) 59.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.69
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,2S,3R,5S,6S,7R,8R,11S,17R,18R)-8-hydroxy-2,6-dimethyl-4-oxa-9-azaheptacyclo[12.5.1.13,7.01,8.02,11.05,9.017,20]henicos-14(20)-ene-18-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9648 96.48%
Caco-2 + 0.6493 64.93%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6333 63.33%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8686 86.86%
OATP1B3 inhibitior + 0.9381 93.81%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.5590 55.90%
P-glycoprotein inhibitior - 0.7310 73.10%
P-glycoprotein substrate + 0.5284 52.84%
CYP3A4 substrate + 0.7224 72.24%
CYP2C9 substrate - 0.8004 80.04%
CYP2D6 substrate - 0.8555 85.55%
CYP3A4 inhibition - 0.9447 94.47%
CYP2C9 inhibition - 0.8975 89.75%
CYP2C19 inhibition - 0.9003 90.03%
CYP2D6 inhibition - 0.9224 92.24%
CYP1A2 inhibition - 0.8198 81.98%
CYP2C8 inhibition - 0.5794 57.94%
CYP inhibitory promiscuity - 0.9370 93.70%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5368 53.68%
Eye corrosion - 0.9852 98.52%
Eye irritation - 0.9044 90.44%
Skin irritation - 0.7605 76.05%
Skin corrosion - 0.9224 92.24%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5256 52.56%
Micronuclear + 0.5200 52.00%
Hepatotoxicity - 0.6199 61.99%
skin sensitisation - 0.8488 84.88%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.6466 64.66%
Acute Oral Toxicity (c) III 0.5852 58.52%
Estrogen receptor binding + 0.8785 87.85%
Androgen receptor binding + 0.7314 73.14%
Thyroid receptor binding - 0.5130 51.30%
Glucocorticoid receptor binding + 0.6909 69.09%
Aromatase binding + 0.6056 60.56%
PPAR gamma - 0.5208 52.08%
Honey bee toxicity - 0.7887 78.87%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.8064 80.64%

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 97.99% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.64% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.70% 97.09%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 91.53% 95.58%
CHEMBL340 P08684 Cytochrome P450 3A4 88.45% 91.19%
CHEMBL1871 P10275 Androgen Receptor 88.03% 96.43%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.44% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.33% 97.25%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.83% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.39% 86.33%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 83.24% 94.78%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.38% 94.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.25% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.20% 95.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.14% 96.61%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 81.67% 95.71%
CHEMBL5255 O00206 Toll-like receptor 4 81.43% 92.50%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 81.02% 89.05%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.79% 96.38%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.10% 95.89%
CHEMBL1859 O95180 Voltage-gated T-type calcium channel alpha-1H subunit 80.00% 98.57%

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 calycinum

Cross-Links

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PubChem 162882788
LOTUS LTS0215598
wikiData Q105387012