(3R,6R)-3-[(3S,5R,10S,13R,14R,17R)-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-propan-2-yl-6-[(1R)-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]oxan-2-one

Details

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Internal ID 6bf70719-4d82-4f43-8fbd-b2ef75944584
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3R,6R)-3-[(3S,5R,10S,13R,14R,17R)-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-propan-2-yl-6-[(1R)-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]oxan-2-one
SMILES (Canonical) CC(C)C1(CCC(C(=O)O1)C2CCC3C2(CC=C4C3=CCC5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)O)O)C)C)C(C)OC7C(C(C(C(O7)CO)O)O)O
SMILES (Isomeric) C[C@H]([C@@]1(CC[C@@H](C(=O)O1)[C@H]2CC[C@@H]3[C@@]2(CC=C4C3=CC[C@H]5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)C(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
InChI InChI=1S/C41H64O14/c1-19(2)41(20(3)51-37-34(48)32(46)30(44)28(17-42)53-37)15-11-24(36(50)55-41)26-9-8-25-23-7-6-21-16-22(10-13-39(21,4)27(23)12-14-40(25,26)5)52-38-35(49)33(47)31(45)29(18-43)54-38/h7,12,19-22,24-26,28-35,37-38,42-49H,6,8-11,13-18H2,1-5H3/t20-,21-,22+,24-,25+,26-,28-,29-,30-,31-,32+,33+,34-,35-,37-,38-,39+,40+,41-/m1/s1
InChI Key FSKUSEMGWSRSBL-YJYOWQHWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H64O14
Molecular Weight 780.90 g/mol
Exact Mass 780.42960671 g/mol
Topological Polar Surface Area (TPSA) 225.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 1.22
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,6R)-3-[(3S,5R,10S,13R,14R,17R)-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-propan-2-yl-6-[(1R)-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]oxan-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8396 83.96%
Caco-2 - 0.8769 87.69%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8788 87.88%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8254 82.54%
OATP1B3 inhibitior - 0.3310 33.10%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.7776 77.76%
BSEP inhibitior + 0.6703 67.03%
P-glycoprotein inhibitior + 0.7311 73.11%
P-glycoprotein substrate + 0.5189 51.89%
CYP3A4 substrate + 0.7265 72.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8933 89.33%
CYP3A4 inhibition - 0.9536 95.36%
CYP2C9 inhibition - 0.8680 86.80%
CYP2C19 inhibition - 0.9116 91.16%
CYP2D6 inhibition - 0.9412 94.12%
CYP1A2 inhibition - 0.9021 90.21%
CYP2C8 inhibition + 0.6041 60.41%
CYP inhibitory promiscuity - 0.8875 88.75%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6182 61.82%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9153 91.53%
Skin irritation - 0.6232 62.32%
Skin corrosion - 0.9444 94.44%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7455 74.55%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.6476 64.76%
skin sensitisation - 0.9081 90.81%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity + 0.4796 47.96%
Acute Oral Toxicity (c) III 0.4692 46.92%
Estrogen receptor binding + 0.8258 82.58%
Androgen receptor binding + 0.7491 74.91%
Thyroid receptor binding - 0.5538 55.38%
Glucocorticoid receptor binding + 0.6572 65.72%
Aromatase binding + 0.6280 62.80%
PPAR gamma + 0.7394 73.94%
Honey bee toxicity - 0.6832 68.32%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9718 97.18%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.90% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.69% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.63% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.68% 97.09%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 96.20% 94.23%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 95.57% 86.92%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.99% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.27% 95.89%
CHEMBL2581 P07339 Cathepsin D 90.14% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.89% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.83% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.13% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.40% 89.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.34% 96.61%
CHEMBL226 P30542 Adenosine A1 receptor 87.91% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.68% 95.56%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 85.43% 94.97%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.54% 94.00%
CHEMBL5255 O00206 Toll-like receptor 4 84.42% 92.50%
CHEMBL1937 Q92769 Histone deacetylase 2 83.52% 94.75%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.07% 96.21%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.97% 97.14%
CHEMBL4208 P20618 Proteasome component C5 80.85% 90.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.80% 95.71%

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.
Decaneuropsis cumingiana

Cross-Links

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PubChem 163072855
LOTUS LTS0039398
wikiData Q105000706