2-methyl-6-[[4,4,10,13,14-pentamethyl-17-[6-methyl-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyhept-5-en-2-yl]-11-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-3,4,5-triol

Details

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Internal ID 91b55637-9eed-4ee6-b00b-37a302ad741a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2-methyl-6-[[4,4,10,13,14-pentamethyl-17-[6-methyl-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyhept-5-en-2-yl]-11-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C(C2(C)C)CC=C4C3C(CC5(C4(CCC5C(C)CC(C=C(C)C)OC6C(C(C(C(O6)C)O)O)O)C)C)OC7C(C(C(C(O7)C)O)O)O)C)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2CCC3(C(C2(C)C)CC=C4C3C(CC5(C4(CCC5C(C)CC(C=C(C)C)OC6C(C(C(C(O6)C)O)O)O)C)C)OC7C(C(C(C(O7)C)O)O)O)C)O)O)O
InChI InChI=1S/C48H80O15/c1-21(2)18-26(61-42-39(55)36(52)33(49)23(4)58-42)19-22(3)27-14-17-47(10)28-12-13-30-45(7,8)31(63-44-41(57)38(54)35(51)25(6)60-44)15-16-46(30,9)32(28)29(20-48(27,47)11)62-43-40(56)37(53)34(50)24(5)59-43/h12,18,22-27,29-44,49-57H,13-17,19-20H2,1-11H3
InChI Key ZKPWXOABISUXRE-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H80O15
Molecular Weight 897.10 g/mol
Exact Mass 896.54972184 g/mol
Topological Polar Surface Area (TPSA) 237.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 2.83
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-methyl-6-[[4,4,10,13,14-pentamethyl-17-[6-methyl-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyhept-5-en-2-yl]-11-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-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 + 0.8885 88.85%
Caco-2 - 0.8768 87.68%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.6646 66.46%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8242 82.42%
OATP1B3 inhibitior - 0.2434 24.34%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.6751 67.51%
P-glycoprotein inhibitior + 0.7590 75.90%
P-glycoprotein substrate + 0.5467 54.67%
CYP3A4 substrate + 0.7195 71.95%
CYP2C9 substrate - 0.8028 80.28%
CYP2D6 substrate - 0.8179 81.79%
CYP3A4 inhibition - 0.8757 87.57%
CYP2C9 inhibition - 0.8797 87.97%
CYP2C19 inhibition - 0.9101 91.01%
CYP2D6 inhibition - 0.9330 93.30%
CYP1A2 inhibition - 0.8598 85.98%
CYP2C8 inhibition + 0.7568 75.68%
CYP inhibitory promiscuity - 0.8589 85.89%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5896 58.96%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9063 90.63%
Skin irritation - 0.5484 54.84%
Skin corrosion - 0.9317 93.17%
Ames mutagenesis - 0.7144 71.44%
Human Ether-a-go-go-Related Gene inhibition + 0.7358 73.58%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.8075 80.75%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7947 79.47%
Acute Oral Toxicity (c) III 0.3615 36.15%
Estrogen receptor binding + 0.7345 73.45%
Androgen receptor binding + 0.7359 73.59%
Thyroid receptor binding + 0.5294 52.94%
Glucocorticoid receptor binding + 0.6905 69.05%
Aromatase binding + 0.6339 63.39%
PPAR gamma + 0.7637 76.37%
Honey bee toxicity - 0.6272 62.72%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9746 97.46%

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 99.07% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.40% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.78% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 94.73% 90.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.18% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.73% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.02% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.38% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.26% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.69% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 85.07% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.02% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.73% 97.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.63% 97.25%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.46% 97.36%
CHEMBL2179 P04062 Beta-glucocerebrosidase 81.37% 85.31%
CHEMBL1937 Q92769 Histone deacetylase 2 80.44% 94.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.07% 99.17%

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.
Rhoiptelea chiliantha

Cross-Links

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PubChem 73821507
LOTUS LTS0193249
wikiData Q105378644