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[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl] (1S,4aR,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-1,10,11-trihydroxy-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-carboxylate

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 ca82f89e-a70d-4212-9354-cec29801b42d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl] (1S,4aR,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-1,10,11-trihydroxy-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-carboxylate
SMILES (Canonical) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)O)O)C)C)C2C1O)C)C(=O)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(CO7)O)O)O)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@@]([C@H]1CC=C4[C@]2(CC[C@@]5([C@H]4[C@@H](C(CC5)(C)C)O)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)C)(C[C@H]([C@@H]([C@@]3(C)CO)O)O)C
InChI InChI=1S/C41H66O15/c1-36(2)11-13-41(35(52)56-34-30(28(48)27(47)22(16-42)54-34)55-33-29(49)26(46)21(45)17-53-33)14-12-39(5)19(25(41)32(36)51)7-8-24-37(3)15-20(44)31(50)38(4,18-43)23(37)9-10-40(24,39)6/h7,20-34,42-51H,8-18H2,1-6H3/t20-,21-,22-,23-,24-,25-,26+,27-,28+,29-,30-,31+,32+,33+,34+,37+,38+,39-,40-,41+/m1/s1
InChI Key MFMWRSFRXIOHIV-YGWATAEHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H66O15
Molecular Weight 799.00 g/mol
Exact Mass 798.44017139 g/mol
Topological Polar Surface Area (TPSA) 256.00 Ų
XlogP 1.20
Atomic LogP (AlogP) -0.13
H-Bond Acceptor 15
H-Bond Donor 10
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl] (1S,4aR,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-1,10,11-trihydroxy-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-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7891 78.91%
Caco-2 - 0.8810 88.10%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8567 85.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8388 83.88%
OATP1B3 inhibitior - 0.5700 57.00%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.6513 65.13%
P-glycoprotein inhibitior + 0.7426 74.26%
P-glycoprotein substrate - 0.6017 60.17%
CYP3A4 substrate + 0.7264 72.64%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
CYP3A4 inhibition - 0.9300 93.00%
CYP2C9 inhibition - 0.8838 88.38%
CYP2C19 inhibition - 0.9101 91.01%
CYP2D6 inhibition - 0.9422 94.22%
CYP1A2 inhibition - 0.8933 89.33%
CYP2C8 inhibition + 0.6599 65.99%
CYP inhibitory promiscuity - 0.9668 96.68%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6254 62.54%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9102 91.02%
Skin irritation - 0.6103 61.03%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7430 74.30%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.8917 89.17%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity + 0.5190 51.90%
Acute Oral Toxicity (c) III 0.7945 79.45%
Estrogen receptor binding + 0.7516 75.16%
Androgen receptor binding + 0.7440 74.40%
Thyroid receptor binding - 0.6053 60.53%
Glucocorticoid receptor binding + 0.6245 62.45%
Aromatase binding + 0.6288 62.88%
PPAR gamma + 0.7146 71.46%
Honey bee toxicity - 0.7145 71.45%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6650 66.50%
Fish aquatic toxicity + 0.9411 94.11%

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 99.07% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.08% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.47% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.62% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.07% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.20% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.45% 96.77%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.28% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.20% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.17% 97.36%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.50% 86.92%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.59% 94.33%
CHEMBL2581 P07339 Cathepsin D 84.05% 98.95%
CHEMBL5255 O00206 Toll-like receptor 4 83.76% 92.50%
CHEMBL5028 O14672 ADAM10 83.54% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.04% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.70% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.98% 95.89%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.88% 94.23%

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.
Trachelospermum asiaticum

Cross-Links

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PubChem 21637757
LOTUS LTS0146771
wikiData Q105162858