(2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6S)-2-[(2S,3R,4S,5S)-2-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-3,5-dihydroxy-6-methyloxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid

Details

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Internal ID 132f7be0-cb14-4ce1-9d85-e08f5423fcad
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6S)-2-[(2S,3R,4S,5S)-2-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-3,5-dihydroxy-6-methyloxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(CCC7(C6CC(CC7)(C)C)C(=O)O)C)C)C)O)O)O)OC8C(C(C(C(O8)C(=O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H](CO[C@H]2O[C@H]3CC[C@]4([C@H](C3(C)C)CC[C@@]5([C@@H]4CC=C6[C@]5(CC[C@@]7([C@H]6CC(CC7)(C)C)C(=O)O)C)C)C)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)C(=O)O)O)O)O)O
InChI InChI=1S/C47H74O17/c1-21-28(49)34(62-38-32(53)30(51)31(52)35(63-38)37(55)56)33(54)39(60-21)64-36-29(50)24(48)20-59-40(36)61-27-12-13-44(6)25(43(27,4)5)11-14-46(8)26(44)10-9-22-23-19-42(2,3)15-17-47(23,41(57)58)18-16-45(22,46)7/h9,21,23-36,38-40,48-54H,10-20H2,1-8H3,(H,55,56)(H,57,58)/t21-,23-,24-,25-,26+,27-,28-,29-,30-,31-,32+,33+,34+,35-,36+,38+,39-,40-,44-,45+,46+,47-/m0/s1
InChI Key YUVXLTDZIUPOAI-VARPLEOASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C47H74O17
Molecular Weight 911.10 g/mol
Exact Mass 910.49260089 g/mol
Topological Polar Surface Area (TPSA) 272.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 2.47
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6S)-2-[(2S,3R,4S,5S)-2-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-3,5-dihydroxy-6-methyloxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-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 + 0.8757 87.57%
Caco-2 - 0.8838 88.38%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8755 87.55%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.6977 69.77%
OATP1B3 inhibitior - 0.2348 23.48%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5276 52.76%
BSEP inhibitior + 0.8064 80.64%
P-glycoprotein inhibitior + 0.7537 75.37%
P-glycoprotein substrate - 0.6247 62.47%
CYP3A4 substrate + 0.7236 72.36%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.8622 86.22%
CYP2C9 inhibition - 0.8630 86.30%
CYP2C19 inhibition - 0.9344 93.44%
CYP2D6 inhibition - 0.9426 94.26%
CYP1A2 inhibition - 0.8847 88.47%
CYP2C8 inhibition + 0.7459 74.59%
CYP inhibitory promiscuity - 0.9755 97.55%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5992 59.92%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9062 90.62%
Skin irritation - 0.5279 52.79%
Skin corrosion - 0.9388 93.88%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7061 70.61%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.9125 91.25%
skin sensitisation - 0.8703 87.03%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.9201 92.01%
Acute Oral Toxicity (c) III 0.5967 59.67%
Estrogen receptor binding + 0.7820 78.20%
Androgen receptor binding + 0.7265 72.65%
Thyroid receptor binding - 0.5730 57.30%
Glucocorticoid receptor binding + 0.7385 73.85%
Aromatase binding + 0.6583 65.83%
PPAR gamma + 0.7862 78.62%
Honey bee toxicity - 0.7016 70.16%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5055 50.55%
Fish aquatic toxicity + 0.9805 98.05%

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 96.41% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.71% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.92% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.44% 95.56%
CHEMBL2179 P04062 Beta-glucocerebrosidase 88.25% 85.31%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.95% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.80% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 87.03% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.85% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.83% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.49% 97.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 84.76% 95.17%
CHEMBL5028 O14672 ADAM10 83.23% 97.50%
CHEMBL2581 P07339 Cathepsin D 83.00% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.35% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.13% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.82% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.43% 93.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.18% 91.19%

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.
Heptapleurum arboricola

Cross-Links

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PubChem 162949705
LOTUS LTS0242316
wikiData Q105365021