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(2S,3R,4S,5R)-2-[[(1S,2S,4S,12R,16R,18S,21R)-8-[(1S)-1,2-dihydroxy-2-methylpropyl]-2-hydroxy-4,6,12,17,17-pentamethyl-9-azahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosa-5(10),6,8,13-tetraen-18-yl]oxy]oxane-3,4,5-triol

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 b9bab7fd-f8d1-43a0-b437-c0c2ea36f82e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3R,4S,5R)-2-[[(1S,2S,4S,12R,16R,18S,21R)-8-[(1S)-1,2-dihydroxy-2-methylpropyl]-2-hydroxy-4,6,12,17,17-pentamethyl-9-azahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosa-5(10),6,8,13-tetraen-18-yl]oxy]oxane-3,4,5-triol
SMILES (Canonical) CC1=CC(=NC2=C1C3(CC(C45CC46CCC(C(C6CC=C5C3(C2)C)(C)C)OC7C(C(C(CO7)O)O)O)O)C)C(C(C)(C)O)O
SMILES (Isomeric) CC1=CC(=NC2=C1[C@]3(C[C@@H]([C@@]45C[C@@]46CC[C@@H](C([C@@H]6CC=C5[C@@]3(C2)C)(C)C)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O)C)[C@@H](C(C)(C)O)O
InChI InChI=1S/C35H51NO8/c1-17-12-18(28(41)31(4,5)42)36-19-13-32(6)22-9-8-21-30(2,3)24(44-29-27(40)26(39)20(37)15-43-29)10-11-34(21)16-35(22,34)23(38)14-33(32,7)25(17)19/h9,12,20-21,23-24,26-29,37-42H,8,10-11,13-16H2,1-7H3/t20-,21+,23+,24+,26+,27-,28+,29+,32+,33-,34-,35+/m1/s1
InChI Key VZCHDTSLPKIGFC-NFLRNOLISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H51NO8
Molecular Weight 613.80 g/mol
Exact Mass 613.36146759 g/mol
Topological Polar Surface Area (TPSA) 153.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.75
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5R)-2-[[(1S,2S,4S,12R,16R,18S,21R)-8-[(1S)-1,2-dihydroxy-2-methylpropyl]-2-hydroxy-4,6,12,17,17-pentamethyl-9-azahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docosa-5(10),6,8,13-tetraen-18-yl]oxy]oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9108 91.08%
Caco-2 - 0.8160 81.60%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.5535 55.35%
OATP2B1 inhibitior - 0.8601 86.01%
OATP1B1 inhibitior + 0.8659 86.59%
OATP1B3 inhibitior + 0.9221 92.21%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.5831 58.31%
P-glycoprotein inhibitior + 0.7011 70.11%
P-glycoprotein substrate + 0.6384 63.84%
CYP3A4 substrate + 0.7250 72.50%
CYP2C9 substrate - 0.8114 81.14%
CYP2D6 substrate - 0.8427 84.27%
CYP3A4 inhibition - 0.9299 92.99%
CYP2C9 inhibition - 0.8074 80.74%
CYP2C19 inhibition - 0.8222 82.22%
CYP2D6 inhibition - 0.9030 90.30%
CYP1A2 inhibition - 0.6516 65.16%
CYP2C8 inhibition + 0.7583 75.83%
CYP inhibitory promiscuity - 0.7910 79.10%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5655 56.55%
Eye corrosion - 0.9853 98.53%
Eye irritation - 0.9260 92.60%
Skin irritation - 0.7320 73.20%
Skin corrosion - 0.9280 92.80%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6627 66.27%
Micronuclear - 0.5400 54.00%
Hepatotoxicity - 0.6765 67.65%
skin sensitisation - 0.8258 82.58%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.9371 93.71%
Acute Oral Toxicity (c) III 0.5802 58.02%
Estrogen receptor binding + 0.6974 69.74%
Androgen receptor binding + 0.7669 76.69%
Thyroid receptor binding + 0.5452 54.52%
Glucocorticoid receptor binding + 0.6450 64.50%
Aromatase binding + 0.6974 69.74%
PPAR gamma + 0.6470 64.70%
Honey bee toxicity - 0.7417 74.17%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9322 93.22%

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 97.71% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.07% 91.11%
CHEMBL220 P22303 Acetylcholinesterase 92.45% 94.45%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 90.99% 96.21%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.90% 94.00%
CHEMBL2581 P07339 Cathepsin D 89.79% 98.95%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 88.80% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.71% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.54% 85.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.47% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.70% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.44% 96.09%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 86.72% 90.24%
CHEMBL4581 P52732 Kinesin-like protein 1 86.64% 93.18%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.29% 100.00%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 85.18% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.80% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.07% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.97% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.46% 92.94%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.29% 99.23%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.97% 96.77%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.14% 93.56%
CHEMBL3401 O75469 Pregnane X receptor 81.66% 94.73%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 81.28% 100.00%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 80.27% 98.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.17% 99.15%

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.
Actaea cimicifuga

Cross-Links

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PubChem 16215738
LOTUS LTS0230078
wikiData Q105299657