(3S,4R,5S)-3-[(3S,5S,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]-4-hydroxy-5-[(2R,3S)-3-methyl-2-propan-2-yloxiran-2-yl]oxolan-2-one

Details

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Internal ID 01a77bf4-7a47-4884-9335-d6cd77db6dc5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,4R,5S)-3-[(3S,5S,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]-4-hydroxy-5-[(2R,3S)-3-methyl-2-propan-2-yloxiran-2-yl]oxolan-2-one
SMILES (Canonical) CC1C(O1)(C2C(C(C(=O)O2)C3CCC4C3(CC=C5C4=CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)O)C)C)O)C(C)C
SMILES (Isomeric) C[C@H]1[C@@](O1)([C@@H]2[C@@H]([C@@H](C(=O)O2)[C@H]3CC[C@@H]4[C@@]3(CC=C5C4=CC[C@@H]6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)C)O)C(C)C
InChI InChI=1S/C35H52O10/c1-16(2)35(17(3)45-35)30-27(38)25(31(41)44-30)23-9-8-21-20-7-6-18-14-19(10-12-33(18,4)22(20)11-13-34(21,23)5)42-32-29(40)28(39)26(37)24(15-36)43-32/h7,11,16-19,21,23-30,32,36-40H,6,8-10,12-15H2,1-5H3/t17-,18-,19-,21-,23+,24+,25-,26+,27+,28-,29+,30-,32+,33-,34-,35+/m0/s1
InChI Key YKINJEMJMIWNSA-DTTZRFTHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H52O10
Molecular Weight 632.80 g/mol
Exact Mass 632.35604785 g/mol
Topological Polar Surface Area (TPSA) 158.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.39
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,4R,5S)-3-[(3S,5S,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]-4-hydroxy-5-[(2R,3S)-3-methyl-2-propan-2-yloxiran-2-yl]oxolan-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 + 0.9073 90.73%
Caco-2 - 0.8450 84.50%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8721 87.21%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8442 84.42%
OATP1B3 inhibitior + 0.8552 85.52%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.7081 70.81%
P-glycoprotein inhibitior + 0.6847 68.47%
P-glycoprotein substrate + 0.5985 59.85%
CYP3A4 substrate + 0.7342 73.42%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8916 89.16%
CYP3A4 inhibition - 0.8240 82.40%
CYP2C9 inhibition - 0.7678 76.78%
CYP2C19 inhibition - 0.8809 88.09%
CYP2D6 inhibition - 0.9200 92.00%
CYP1A2 inhibition - 0.8494 84.94%
CYP2C8 inhibition + 0.5615 56.15%
CYP inhibitory promiscuity - 0.8096 80.96%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5620 56.20%
Eye corrosion - 0.9868 98.68%
Eye irritation - 0.9225 92.25%
Skin irritation - 0.5953 59.53%
Skin corrosion - 0.9349 93.49%
Ames mutagenesis - 0.7345 73.45%
Human Ether-a-go-go-Related Gene inhibition + 0.7043 70.43%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.6229 62.29%
skin sensitisation - 0.8844 88.44%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity + 0.7149 71.49%
Acute Oral Toxicity (c) I 0.4762 47.62%
Estrogen receptor binding + 0.7248 72.48%
Androgen receptor binding + 0.7180 71.80%
Thyroid receptor binding - 0.5239 52.39%
Glucocorticoid receptor binding + 0.6709 67.09%
Aromatase binding + 0.6082 60.82%
PPAR gamma + 0.6124 61.24%
Honey bee toxicity - 0.6525 65.25%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9813 98.13%

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 98.30% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.15% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.88% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.02% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.97% 94.45%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.56% 86.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.92% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.51% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.18% 96.61%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 89.18% 94.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.80% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 88.10% 95.93%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.78% 96.21%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.47% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.17% 95.56%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.14% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.81% 94.00%
CHEMBL2094135 Q96BI3 Gamma-secretase 83.04% 98.05%
CHEMBL5255 O00206 Toll-like receptor 4 82.32% 92.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.31% 95.71%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.28% 90.08%
CHEMBL2581 P07339 Cathepsin D 80.94% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 80.70% 97.79%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.24% 97.14%

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.
Gymnanthemum amygdalinum

Cross-Links

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PubChem 162900761
LOTUS LTS0021160
wikiData Q105349707