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10-[(2S,3R,4R,5S)-5-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-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 e5a4e411-7933-4bc4-8757-aff90c97b710
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 10-[(2S,3R,4R,5S)-5-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C53H86O22/c1-23-32(56)38(62)42(75-45-41(65)37(61)34(58)27(72-45)20-68-43-40(64)36(60)33(57)26(19-54)71-43)46(70-23)73-28-21-69-44(39(63)35(28)59)74-31-11-12-49(4)29(50(31,5)22-55)10-13-52(7)30(49)9-8-24-25-18-48(2,3)14-16-53(25,47(66)67)17-15-51(24,52)6/h8,23,25-46,54-65H,9-22H2,1-7H3,(H,66,67)/t23-,25?,26+,27+,28-,29?,30?,31?,32-,33+,34+,35-,36-,37-,38+,39+,40+,41+,42+,43+,44-,45-,46-,49?,50?,51?,52?,53?/m0/s1
InChI Key RRLJLRDVMGQACV-RNOWZFLRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C53H86O22
Molecular Weight 1075.20 g/mol
Exact Mass 1074.56107437 g/mol
Topological Polar Surface Area (TPSA) 354.00 Ų
XlogP -0.10
Atomic LogP (AlogP) -0.83
H-Bond Acceptor 21
H-Bond Donor 13
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 10-[(2S,3R,4R,5S)-5-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-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 + 0.7499 74.99%
Caco-2 - 0.8770 87.70%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8758 87.58%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8484 84.84%
OATP1B3 inhibitior - 0.5977 59.77%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5776 57.76%
BSEP inhibitior + 0.8925 89.25%
P-glycoprotein inhibitior + 0.7434 74.34%
P-glycoprotein substrate - 0.5215 52.15%
CYP3A4 substrate + 0.7367 73.67%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.9589 95.89%
CYP2C9 inhibition - 0.8763 87.63%
CYP2C19 inhibition - 0.9003 90.03%
CYP2D6 inhibition - 0.9427 94.27%
CYP1A2 inhibition - 0.8671 86.71%
CYP2C8 inhibition + 0.7572 75.72%
CYP inhibitory promiscuity - 0.9423 94.23%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6313 63.13%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9016 90.16%
Skin irritation - 0.6520 65.20%
Skin corrosion - 0.9500 95.00%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7956 79.56%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.8940 89.40%
Respiratory toxicity - 0.6778 67.78%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity - 0.7750 77.50%
Nephrotoxicity - 0.7592 75.92%
Acute Oral Toxicity (c) III 0.7822 78.22%
Estrogen receptor binding + 0.8094 80.94%
Androgen receptor binding + 0.7379 73.79%
Thyroid receptor binding + 0.5471 54.71%
Glucocorticoid receptor binding + 0.7295 72.95%
Aromatase binding + 0.6449 64.49%
PPAR gamma + 0.8113 81.13%
Honey bee toxicity - 0.6626 66.26%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5750 57.50%
Fish aquatic toxicity + 0.9603 96.03%

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 98.10% 91.11%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 96.80% 95.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 96.69% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.30% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 92.26% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.85% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.72% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.01% 94.45%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.45% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.26% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.22% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.81% 99.17%
CHEMBL5028 O14672 ADAM10 83.51% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.57% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.41% 95.89%
CHEMBL2581 P07339 Cathepsin D 81.06% 98.95%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.03% 96.90%
CHEMBL5255 O00206 Toll-like receptor 4 81.03% 92.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.53% 96.77%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.52% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.00% 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.
Stauntonia hexaphylla

Cross-Links

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PubChem 11968775
NPASS NPC35102