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4-[4-[3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-10-[3,5-dihydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-1,3,6-trihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

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 21a931d6-b595-450d-b1cd-1751e0d51c56
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 4-[4-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-10-[3,5-dihydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-1,3,6-trihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(OC(C2O)OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(C(CC7(C6C(C(C(C7OC8C(C(C(C(O8)CO)O)OC9C(C(C(O9)CO)O)O)O)O)(C)C)O)C(=O)O)O)C)C)C)CO)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(OC(C2O)OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(C(CC7(C6C(C(C(C7OC8C(C(C(C(O8)CO)O)OC9C(C(C(O9)CO)O)O)O)O)(C)C)O)C(=O)O)O)C)C)C)CO)O)O)O)O
InChI InChI=1S/C53H86O25/c1-19-29(58)33(62)35(64)43(71-19)76-38-31(60)22(17-55)73-45(36(38)65)75-27-12-13-50(6)24(48(27,2)3)11-14-51(7)25(50)10-9-20-28-40(67)49(4,5)41(68)42(53(28,47(69)70)15-26(57)52(20,51)8)78-46-37(66)39(32(61)23(18-56)74-46)77-44-34(63)30(59)21(16-54)72-44/h9,19,21-46,54-68H,10-18H2,1-8H3,(H,69,70)
InChI Key WWCMTPDQHDBIPM-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C53H86O25
Molecular Weight 1123.20 g/mol
Exact Mass 1122.54581822 g/mol
Topological Polar Surface Area (TPSA) 415.00 Ų
XlogP -2.20
Atomic LogP (AlogP) -3.92
H-Bond Acceptor 24
H-Bond Donor 16
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[4-[3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-10-[3,5-dihydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-1,3,6-trihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8593 85.93%
Caco-2 - 0.8840 88.40%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8538 85.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7876 78.76%
OATP1B3 inhibitior - 0.2138 21.38%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.7996 79.96%
P-glycoprotein inhibitior + 0.7472 74.72%
P-glycoprotein substrate - 0.5954 59.54%
CYP3A4 substrate + 0.7179 71.79%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.9081 90.81%
CYP2C9 inhibition - 0.8652 86.52%
CYP2C19 inhibition - 0.9198 91.98%
CYP2D6 inhibition - 0.9299 92.99%
CYP1A2 inhibition - 0.9086 90.86%
CYP2C8 inhibition + 0.7187 71.87%
CYP inhibitory promiscuity - 0.9357 93.57%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5124 51.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9009 90.09%
Skin irritation - 0.5174 51.74%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis - 0.7411 74.11%
Human Ether-a-go-go-Related Gene inhibition + 0.7472 74.72%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7084 70.84%
skin sensitisation - 0.9021 90.21%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.8253 82.53%
Acute Oral Toxicity (c) III 0.6216 62.16%
Estrogen receptor binding + 0.7964 79.64%
Androgen receptor binding + 0.7458 74.58%
Thyroid receptor binding + 0.5678 56.78%
Glucocorticoid receptor binding + 0.7546 75.46%
Aromatase binding + 0.6350 63.50%
PPAR gamma + 0.8199 81.99%
Honey bee toxicity - 0.7290 72.90%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5205 52.05%
Fish aquatic toxicity + 0.9565 95.65%

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 97.62% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.06% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 95.81% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.39% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 91.48% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.16% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.37% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.17% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.98% 97.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.97% 96.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.78% 89.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.49% 93.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.70% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.51% 95.89%
CHEMBL5028 O14672 ADAM10 83.43% 97.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.38% 94.33%
CHEMBL2581 P07339 Cathepsin D 81.26% 98.95%
CHEMBL5255 O00206 Toll-like receptor 4 81.09% 92.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.98% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.57% 100.00%

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.
Phlomidoschema parviflorum

Cross-Links

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PubChem 162976456
LOTUS LTS0058143
wikiData Q105313922