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(4aS,6aS,6aS,6bR,8aS,9S,10R,12aR,14bR)-10-[(2R,3S,4R,5R)-3-[(2R,3S,4S,5R,6R)-4-[(2R,3S,4R,5S)-3,4-dihydroxy-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,12a-hexamethyl-3,4,5,6,6a,7,8,8a,9,10,11,12,13,14b-tetradecahydro-1H-picene-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 9b1bb451-a23d-4b62-8663-e882b41a50eb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (4aS,6aS,6aS,6bR,8aS,9S,10R,12aR,14bR)-10-[(2R,3S,4R,5R)-3-[(2R,3S,4S,5R,6R)-4-[(2R,3S,4R,5S)-3,4-dihydroxy-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,12a-hexamethyl-3,4,5,6,6a,7,8,8a,9,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C51H82O20/c1-22-24-10-13-50(7)31(9-8-25-26-18-47(3,4)14-16-51(26,46(62)63)17-15-49(25,50)6)48(24,5)12-11-28(22)67-45-41(33(55)27(53)20-64-45)71-44-39(61)40(32(54)23(2)66-44)70-42-37(59)35(57)30(21-65-42)69-43-38(60)36(58)34(56)29(19-52)68-43/h8,22-24,26-45,52-61H,9-21H2,1-7H3,(H,62,63)/t22-,23+,24-,26+,27+,28+,29-,30-,31-,32+,33+,34-,35-,36+,37-,38-,39-,40-,41-,42+,43+,44+,45+,48+,49+,50+,51-/m0/s1
InChI Key AAZUTFXRXPQDIM-XAYKYMFXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C51H82O20
Molecular Weight 1015.20 g/mol
Exact Mass 1014.53994500 g/mol
Topological Polar Surface Area (TPSA) 313.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 0.45
H-Bond Acceptor 19
H-Bond Donor 11
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4aS,6aS,6aS,6bR,8aS,9S,10R,12aR,14bR)-10-[(2R,3S,4R,5R)-3-[(2R,3S,4S,5R,6R)-4-[(2R,3S,4R,5S)-3,4-dihydroxy-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,12a-hexamethyl-3,4,5,6,6a,7,8,8a,9,10,11,12,13,14b-tetradecahydro-1H-picene-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 + 0.7891 78.91%
Caco-2 - 0.8799 87.99%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8567 85.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7685 76.85%
OATP1B3 inhibitior - 0.5700 57.00%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.8546 85.46%
P-glycoprotein inhibitior + 0.7468 74.68%
P-glycoprotein substrate - 0.5086 50.86%
CYP3A4 substrate + 0.7347 73.47%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
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 + 0.7302 73.02%
CYP inhibitory promiscuity - 0.9668 96.68%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6254 62.54%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9041 90.41%
Skin irritation - 0.6103 61.03%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7519 75.19%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.8917 89.17%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity - 0.9172 91.72%
Acute Oral Toxicity (c) III 0.7945 79.45%
Estrogen receptor binding + 0.8383 83.83%
Androgen receptor binding + 0.7391 73.91%
Thyroid receptor binding + 0.5156 51.56%
Glucocorticoid receptor binding + 0.7193 71.93%
Aromatase binding + 0.6812 68.12%
PPAR gamma + 0.8141 81.41%
Honey bee toxicity - 0.6833 68.33%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5705 57.05%
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 98.87% 91.11%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 97.53% 95.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.00% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.80% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 93.37% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.98% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.57% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.10% 97.09%
CHEMBL2581 P07339 Cathepsin D 91.84% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.44% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.12% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.97% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.10% 100.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.95% 96.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.21% 95.89%
CHEMBL5028 O14672 ADAM10 82.33% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.73% 99.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.78% 90.71%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.06% 95.50%

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.
Clematis chinensis

Cross-Links

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PubChem 163016044
LOTUS LTS0140204
wikiData Q104908484