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(2R,4aR,6aR,6aS,6bR,8aR,9S,10S,12aR,14bS)-2,10-dihydroxy-9-[[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-2,6a,6b,9,12a-pentamethyl-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 99f464c3-411b-435b-883c-ee47cfa6ec7a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,4aR,6aR,6aS,6bR,8aR,9S,10S,12aR,14bS)-2,10-dihydroxy-9-[[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-2,6a,6b,9,12a-pentamethyl-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(C(OC2OCC3(C4CCC5(C(C4(CCC3O)C)CC=C6C5(CCC7(C6CC(CC7)(C)O)C(=O)O)C)C)C)CO)O)OC8C(C(C(CO8)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]([C@H](O[C@H]2OC[C@@]3([C@@H]4CC[C@@]5([C@@H]([C@]4(CC[C@@H]3O)C)CC=C6[C@]5(CC[C@@]7([C@H]6C[C@](CC7)(C)O)C(=O)O)C)C)C)CO)O)O[C@H]8[C@@H]([C@H]([C@H](CO8)O)O)O)O)O)O
InChI InChI=1S/C46H74O18/c1-21-29(50)32(53)34(55)38(61-21)64-36-35(63-37-33(54)30(51)24(48)19-59-37)31(52)25(18-47)62-39(36)60-20-43(4)26-9-12-45(6)27(42(26,3)11-10-28(43)49)8-7-22-23-17-41(2,58)13-15-46(23,40(56)57)16-14-44(22,45)5/h7,21,23-39,47-55,58H,8-20H2,1-6H3,(H,56,57)/t21-,23+,24+,25-,26-,27-,28+,29+,30+,31-,32+,33-,34-,35+,36-,37+,38+,39-,41-,42+,43-,44-,45-,46+/m1/s1
InChI Key LUXWHJFRMMPTNB-UHHIFXSHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C46H74O18
Molecular Weight 915.10 g/mol
Exact Mass 914.48751551 g/mol
Topological Polar Surface Area (TPSA) 295.00 Ų
XlogP 0.10
Atomic LogP (AlogP) 0.07
H-Bond Acceptor 17
H-Bond Donor 11
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,4aR,6aR,6aS,6bR,8aR,9S,10S,12aR,14bS)-2,10-dihydroxy-9-[[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-2,6a,6b,9,12a-pentamethyl-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 + 0.7336 73.36%
Caco-2 - 0.8886 88.86%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8246 82.46%
OATP2B1 inhibitior - 0.8788 87.88%
OATP1B1 inhibitior + 0.8312 83.12%
OATP1B3 inhibitior - 0.4366 43.66%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior + 0.6181 61.81%
P-glycoprotein inhibitior + 0.7511 75.11%
P-glycoprotein substrate + 0.5290 52.90%
CYP3A4 substrate + 0.7336 73.36%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8856 88.56%
CYP3A4 inhibition - 0.9357 93.57%
CYP2C9 inhibition - 0.9347 93.47%
CYP2C19 inhibition - 0.9271 92.71%
CYP2D6 inhibition - 0.9492 94.92%
CYP1A2 inhibition - 0.9046 90.46%
CYP2C8 inhibition + 0.7390 73.90%
CYP inhibitory promiscuity - 0.9709 97.09%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6290 62.90%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9077 90.77%
Skin irritation - 0.5531 55.31%
Skin corrosion - 0.9498 94.98%
Ames mutagenesis - 0.6911 69.11%
Human Ether-a-go-go-Related Gene inhibition + 0.6602 66.02%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.8467 84.67%
skin sensitisation - 0.9157 91.57%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.6375 63.75%
Nephrotoxicity - 0.7821 78.21%
Acute Oral Toxicity (c) III 0.6947 69.47%
Estrogen receptor binding + 0.7726 77.26%
Androgen receptor binding + 0.7253 72.53%
Thyroid receptor binding - 0.6106 61.06%
Glucocorticoid receptor binding + 0.6397 63.97%
Aromatase binding + 0.6355 63.55%
PPAR gamma + 0.7564 75.64%
Honey bee toxicity - 0.7111 71.11%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5455 54.55%
Fish aquatic toxicity + 0.9206 92.06%

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 96.91% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.25% 96.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 92.63% 95.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.44% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.18% 97.36%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.66% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.63% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.66% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.34% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.71% 86.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.72% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.95% 100.00%
CHEMBL5028 O14672 ADAM10 83.42% 97.50%
CHEMBL226 P30542 Adenosine A1 receptor 82.85% 95.93%
CHEMBL2581 P07339 Cathepsin D 81.32% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.25% 95.89%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 101109454
LOTUS LTS0099529
wikiData Q105157689