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[(2R,3R,10S,12S,13R,14S,17R)-3,12-dihydroxy-4,4,10,13,14-pentamethyl-17-[(2R,5R)-1,5,6-trihydroxy-6-methylheptan-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl] 3-hydroxy-5-[(2-methoxy-2-oxoethyl)amino]-3-methyl-5-oxopentanoate

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 2e880d87-db22-47b2-892f-e6d97d727ec9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2R,3R,10S,12S,13R,14S,17R)-3,12-dihydroxy-4,4,10,13,14-pentamethyl-17-[(2R,5R)-1,5,6-trihydroxy-6-methylheptan-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl] 3-hydroxy-5-[(2-methoxy-2-oxoethyl)amino]-3-methyl-5-oxopentanoate
SMILES (Canonical) CC1(C2CCC3=C(C2(CC(C1O)OC(=O)CC(C)(CC(=O)NCC(=O)OC)O)C)CC(C4(C3(CCC4C(CCC(C(C)(C)O)O)CO)C)C)O)C
SMILES (Isomeric) C[C@@]12CC[C@@H]([C@]1([C@H](CC3=C2CCC4[C@@]3(C[C@H]([C@@H](C4(C)C)O)OC(=O)CC(C)(CC(=O)NCC(=O)OC)O)C)O)C)[C@@H](CC[C@H](C(C)(C)O)O)CO
InChI InChI=1S/C39H65NO11/c1-34(2)27-12-11-24-25(16-29(43)39(8)23(14-15-38(24,39)7)22(21-41)10-13-28(42)35(3,4)48)37(27,6)17-26(33(34)47)51-31(45)19-36(5,49)18-30(44)40-20-32(46)50-9/h22-23,26-29,33,41-43,47-49H,10-21H2,1-9H3,(H,40,44)/t22-,23+,26+,27?,28+,29-,33-,36?,37+,38-,39-/m0/s1
InChI Key YKNPFZYHSXIFMX-FWXHQPNRSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C39H65NO11
Molecular Weight 723.90 g/mol
Exact Mass 723.45576189 g/mol
Topological Polar Surface Area (TPSA) 203.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.93
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 13

Synonyms

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65694-21-5
[(2R,3R,10S,12S,13R,14S,17R)-3,12-dihydroxy-4,4,10,13,14-pentamethyl-17-[(2R,5R)-1,5,6-trihydroxy-6-methylheptan-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl] 3-hydroxy-5-[(2-methoxy-2-oxoethyl)amino]-3-methyl-5-oxopentanoate
DTXSID50984240
CHEBI:172809
3-Hydroxy-N-(2-methoxy-2-oxoethyl)-3-methyl-5-oxo-5-[(3,12,21,24,25-pentahydroxylanost-8-en-2-yl)oxy]pentanimidic acid
Lanost-8-ene-2,3,12,21,24,25-hexol, 2-(3-hydroxy-5-((2-methoxy-2-oxoethyl)amino)-3-methyl-5-oxopentanoate), (2alpha,3beta,12alpha,24R)-

2D Structure

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2D Structure of [(2R,3R,10S,12S,13R,14S,17R)-3,12-dihydroxy-4,4,10,13,14-pentamethyl-17-[(2R,5R)-1,5,6-trihydroxy-6-methylheptan-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl] 3-hydroxy-5-[(2-methoxy-2-oxoethyl)amino]-3-methyl-5-oxopentanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8968 89.68%
Caco-2 - 0.8491 84.91%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8115 81.15%
OATP2B1 inhibitior - 0.5770 57.70%
OATP1B1 inhibitior + 0.8267 82.67%
OATP1B3 inhibitior + 0.9083 90.83%
MATE1 inhibitior - 0.8854 88.54%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7469 74.69%
P-glycoprotein inhibitior + 0.7442 74.42%
P-glycoprotein substrate + 0.7323 73.23%
CYP3A4 substrate + 0.7305 73.05%
CYP2C9 substrate - 0.8063 80.63%
CYP2D6 substrate - 0.8664 86.64%
CYP3A4 inhibition - 0.9408 94.08%
CYP2C9 inhibition - 0.7992 79.92%
CYP2C19 inhibition - 0.8161 81.61%
CYP2D6 inhibition - 0.9013 90.13%
CYP1A2 inhibition - 0.8687 86.87%
CYP2C8 inhibition + 0.6524 65.24%
CYP inhibitory promiscuity - 0.8016 80.16%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5554 55.54%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.9138 91.38%
Skin irritation - 0.7202 72.02%
Skin corrosion - 0.9348 93.48%
Ames mutagenesis - 0.6337 63.37%
Human Ether-a-go-go-Related Gene inhibition - 0.5537 55.37%
Micronuclear + 0.6400 64.00%
Hepatotoxicity - 0.6571 65.71%
skin sensitisation - 0.8588 85.88%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.5102 51.02%
Acute Oral Toxicity (c) III 0.6211 62.11%
Estrogen receptor binding + 0.7464 74.64%
Androgen receptor binding + 0.7449 74.49%
Thyroid receptor binding - 0.5078 50.78%
Glucocorticoid receptor binding + 0.7075 70.75%
Aromatase binding + 0.6688 66.88%
PPAR gamma + 0.6891 68.91%
Honey bee toxicity - 0.6786 67.86%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9169 91.69%

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 98.18% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.06% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.04% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.60% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.25% 97.25%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 93.21% 95.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.68% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 90.51% 90.17%
CHEMBL2094135 Q96BI3 Gamma-secretase 90.17% 98.05%
CHEMBL4040 P28482 MAP kinase ERK2 88.98% 83.82%
CHEMBL299 P17252 Protein kinase C alpha 87.53% 98.03%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 86.27% 92.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.23% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.98% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.93% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 84.75% 91.19%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.73% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 84.55% 97.79%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.30% 82.69%
CHEMBL5028 O14672 ADAM10 84.05% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.90% 99.17%
CHEMBL2664 P23526 Adenosylhomocysteinase 82.77% 86.67%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 82.64% 97.29%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.30% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.30% 94.33%
CHEMBL3437 Q16853 Amine oxidase, copper containing 81.95% 94.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.59% 96.47%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 81.57% 80.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.26% 94.45%
CHEMBL5261 Q7L7X3 Serine/threonine-protein kinase TAO1 80.99% 89.33%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.94% 98.75%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 80.87% 94.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.63% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.54% 95.56%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.26% 96.90%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.09% 91.24%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 128270
LOTUS LTS0250668
wikiData Q82971396