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2-[4,4-Bis(hydroxymethyl)-5'-(1-hydroxypropyl)-3',10,13,14-tetramethylspiro[1,2,3,5,6,7,11,12,15,16-decahydrocyclopenta[a]phenanthrene-17,2'-oxolane]-3-yl]oxy-6-[[3-[3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxymethyl]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 a96e08f2-ecfa-4c88-bd40-bb7886cf2e57
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2-[4,4-bis(hydroxymethyl)-5'-(1-hydroxypropyl)-3',10,13,14-tetramethylspiro[1,2,3,5,6,7,11,12,15,16-decahydrocyclopenta[a]phenanthrene-17,2'-oxolane]-3-yl]oxy-6-[[3-[3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol
SMILES (Canonical) CCC(C1CC(C2(O1)CCC3(C2(CCC4=C3CCC5C4(CCC(C5(CO)CO)OC6C(C(C(C(O6)COC7C(C(C(CO7)O)O)OC8C(C(C(C(O8)CO)O)OC9C(C(C(CO9)O)O)O)OC1C(C(CO1)(CO)O)O)O)O)O)C)C)C)C)O
SMILES (Isomeric) CCC(C1CC(C2(O1)CCC3(C2(CCC4=C3CCC5C4(CCC(C5(CO)CO)OC6C(C(C(C(O6)COC7C(C(C(CO7)O)O)OC8C(C(C(C(O8)CO)O)OC9C(C(C(CO9)O)O)O)OC1C(C(CO1)(CO)O)O)O)O)O)C)C)C)C)O
InChI InChI=1S/C56H92O27/c1-6-27(61)30-15-24(2)56(83-30)14-13-52(4)26-7-8-33-51(3,25(26)9-12-53(52,56)5)11-10-34(54(33,20-58)21-59)79-47-41(70)39(68)37(66)32(78-47)19-75-48-43(36(65)29(63)18-74-48)81-49-44(82-50-45(71)55(72,22-60)23-76-50)42(38(67)31(16-57)77-49)80-46-40(69)35(64)28(62)17-73-46/h24,27-50,57-72H,6-23H2,1-5H3
InChI Key OQUMSYKSMZODIA-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C56H92O27
Molecular Weight 1197.30 g/mol
Exact Mass 1196.58259765 g/mol
Topological Polar Surface Area (TPSA) 425.00 Ų
XlogP -4.60
Atomic LogP (AlogP) -4.60
H-Bond Acceptor 27
H-Bond Donor 16
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[4,4-Bis(hydroxymethyl)-5'-(1-hydroxypropyl)-3',10,13,14-tetramethylspiro[1,2,3,5,6,7,11,12,15,16-decahydrocyclopenta[a]phenanthrene-17,2'-oxolane]-3-yl]oxy-6-[[3-[3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxymethyl]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 + 0.8476 84.76%
Caco-2 - 0.8731 87.31%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6786 67.86%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8193 81.93%
OATP1B3 inhibitior + 0.9092 90.92%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9084 90.84%
P-glycoprotein inhibitior + 0.7434 74.34%
P-glycoprotein substrate + 0.7207 72.07%
CYP3A4 substrate + 0.7434 74.34%
CYP2C9 substrate - 0.7968 79.68%
CYP2D6 substrate - 0.8402 84.02%
CYP3A4 inhibition - 0.8153 81.53%
CYP2C9 inhibition - 0.8962 89.62%
CYP2C19 inhibition - 0.8944 89.44%
CYP2D6 inhibition - 0.9249 92.49%
CYP1A2 inhibition - 0.9071 90.71%
CYP2C8 inhibition + 0.7937 79.37%
CYP inhibitory promiscuity - 0.8831 88.31%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4991 49.91%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9003 90.03%
Skin irritation + 0.5198 51.98%
Skin corrosion - 0.9404 94.04%
Ames mutagenesis - 0.6454 64.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8246 82.46%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.6195 61.95%
skin sensitisation - 0.9194 91.94%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.6469 64.69%
Acute Oral Toxicity (c) III 0.4540 45.40%
Estrogen receptor binding + 0.8141 81.41%
Androgen receptor binding + 0.7610 76.10%
Thyroid receptor binding + 0.5644 56.44%
Glucocorticoid receptor binding + 0.6792 67.92%
Aromatase binding + 0.6436 64.36%
PPAR gamma + 0.7930 79.30%
Honey bee toxicity - 0.6470 64.70%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9433 94.33%

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
CHEMBL226 P30542 Adenosine A1 receptor 98.79% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.72% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.84% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.35% 97.09%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 95.02% 92.86%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.30% 96.09%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 93.68% 92.88%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 93.59% 95.50%
CHEMBL2581 P07339 Cathepsin D 92.48% 98.95%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 91.33% 98.75%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.15% 86.92%
CHEMBL233 P35372 Mu opioid receptor 90.46% 97.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.96% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.60% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.70% 94.45%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.18% 91.24%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.18% 97.14%
CHEMBL259 P32245 Melanocortin receptor 4 87.14% 95.38%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.41% 97.36%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 86.27% 100.00%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 85.47% 95.58%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.30% 96.61%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.74% 96.90%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.43% 89.00%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 83.65% 80.33%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.47% 95.83%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 83.00% 92.32%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.89% 95.56%
CHEMBL1871 P10275 Androgen Receptor 82.72% 96.43%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.72% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 82.44% 90.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.85% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.77% 95.89%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.67% 91.03%
CHEMBL5747 Q92793 CREB-binding protein 81.64% 95.12%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.42% 95.71%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.71% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.68% 92.94%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 80.13% 97.47%

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.
Leopoldia comosa

Cross-Links

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PubChem 13917726
LOTUS LTS0147321
wikiData Q105197234