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(2R,3R,4R,4aR,6aR,6bS,8aR,12S,12aS,14aR,14bR)-2,12-dihydroxy-4-(hydroxymethyl)-6a,6b,11,11,14b-pentamethyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-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 12b3f7b5-a190-4823-ad5b-f9c76d646c73
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,3R,4R,4aR,6aR,6bS,8aR,12S,12aS,14aR,14bR)-2,12-dihydroxy-4-(hydroxymethyl)-6a,6b,11,11,14b-pentamethyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H66O18/c1-37(2)10-12-41(36(56)60-34-30(52)28(50)26(48)21(16-44)58-34)13-11-39(4)18(24(41)31(37)53)6-7-22-38(3)14-19(46)32(59-33-29(51)27(49)25(47)20(15-43)57-33)42(17-45,35(54)55)23(38)8-9-40(22,39)5/h6,19-34,43-53H,7-17H2,1-5H3,(H,54,55)/t19-,20-,21-,22-,23-,24-,25-,26-,27+,28+,29-,30-,31+,32+,33+,34+,38-,39-,40-,41+,42+/m1/s1
InChI Key DNWVYINTBGNEDC-JOZODPSFSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H66O18
Molecular Weight 859.00 g/mol
Exact Mass 858.42491525 g/mol
Topological Polar Surface Area (TPSA) 314.00 Ų
XlogP -0.70
Atomic LogP (AlogP) -1.70
H-Bond Acceptor 17
H-Bond Donor 12
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4R,4aR,6aR,6bS,8aR,12S,12aS,14aR,14bR)-2,12-dihydroxy-4-(hydroxymethyl)-6a,6b,11,11,14b-pentamethyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-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 + 0.7601 76.01%
Caco-2 - 0.8833 88.33%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8299 82.99%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.6310 63.10%
P-glycoprotein inhibitior + 0.7375 73.75%
P-glycoprotein substrate - 0.6368 63.68%
CYP3A4 substrate + 0.7043 70.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8776 87.76%
CYP3A4 inhibition - 0.8310 83.10%
CYP2C9 inhibition - 0.8704 87.04%
CYP2C19 inhibition - 0.9216 92.16%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.9009 90.09%
CYP2C8 inhibition + 0.6796 67.96%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9069 90.69%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.8400 84.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7467 74.67%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity + 0.5651 56.51%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7936 79.36%
Androgen receptor binding + 0.7432 74.32%
Thyroid receptor binding - 0.5681 56.81%
Glucocorticoid receptor binding + 0.6526 65.26%
Aromatase binding + 0.6108 61.08%
PPAR gamma + 0.7523 75.23%
Honey bee toxicity - 0.7540 75.40%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6650 66.50%
Fish aquatic toxicity + 0.9585 95.85%

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 99.19% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.66% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.99% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.58% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.82% 95.56%
CHEMBL2581 P07339 Cathepsin D 88.21% 98.95%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.57% 93.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.99% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.28% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.23% 97.36%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.44% 96.21%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.31% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.01% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.70% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 82.04% 92.50%
CHEMBL5028 O14672 ADAM10 81.88% 97.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.80% 96.77%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.93% 91.07%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.02% 94.00%

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.
Trachelospermum asiaticum

Cross-Links

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PubChem 162878875
LOTUS LTS0046345
wikiData Q104985798