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(4aR,6aR,6aS,6bR,8aS,9R,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-9-methoxy-2,2,6a,6b,9,12a-hexamethyl-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 f820d9e9-d39d-4dd0-81d3-2363cc67c1d5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (4aR,6aR,6aS,6bR,8aS,9R,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-9-methoxy-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C52H84O21/c1-23-32(55)40(72-42-37(60)35(58)28(22-67-42)70-43-38(61)36(59)34(57)27(20-53)69-43)39(62)44(68-23)73-41-33(56)26(54)21-66-45(41)71-31-12-13-48(4)29-10-9-24-25-19-47(2,3)15-17-52(25,46(63)64)18-16-49(24,5)50(29,6)14-11-30(48)51(31,7)65-8/h9,23,25-45,53-62H,10-22H2,1-8H3,(H,63,64)/t23-,25-,26-,27+,28+,29-,30+,31-,32-,33-,34+,35+,36-,37+,38+,39+,40+,41+,42-,43-,44-,45-,48-,49-,50-,51-,52-/m1/s1
InChI Key ZKIXXSAYTRLBLZ-UMMITBFYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C52H84O21
Molecular Weight 1045.20 g/mol
Exact Mass 1044.55050968 g/mol
Topological Polar Surface Area (TPSA) 323.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 0.22
H-Bond Acceptor 20
H-Bond Donor 11
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4aR,6aR,6aS,6bR,8aS,9R,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-9-methoxy-2,2,6a,6b,9,12a-hexamethyl-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 + 0.7768 77.68%
Caco-2 - 0.8778 87.78%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8363 83.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7402 74.02%
OATP1B3 inhibitior - 0.4203 42.03%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.8686 86.86%
P-glycoprotein inhibitior + 0.7465 74.65%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7368 73.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8815 88.15%
CYP3A4 inhibition - 0.9376 93.76%
CYP2C9 inhibition - 0.8801 88.01%
CYP2C19 inhibition - 0.8916 89.16%
CYP2D6 inhibition - 0.9410 94.10%
CYP1A2 inhibition - 0.8965 89.65%
CYP2C8 inhibition + 0.7619 76.19%
CYP inhibitory promiscuity - 0.9714 97.14%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6190 61.90%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9022 90.22%
Skin irritation - 0.6475 64.75%
Skin corrosion - 0.9466 94.66%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7484 74.84%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.8875 88.75%
skin sensitisation - 0.8860 88.60%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.7500 75.00%
Nephrotoxicity - 0.9163 91.63%
Acute Oral Toxicity (c) III 0.7315 73.15%
Estrogen receptor binding + 0.8138 81.38%
Androgen receptor binding + 0.7384 73.84%
Thyroid receptor binding + 0.5352 53.52%
Glucocorticoid receptor binding + 0.7544 75.44%
Aromatase binding + 0.6784 67.84%
PPAR gamma + 0.8177 81.77%
Honey bee toxicity - 0.6549 65.49%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5555 55.55%
Fish aquatic toxicity + 0.8930 89.30%

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
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 98.73% 95.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.61% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 97.96% 97.36%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.82% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.74% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.74% 96.09%
CHEMBL2581 P07339 Cathepsin D 90.69% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.67% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 89.79% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.64% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.67% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.38% 89.00%
CHEMBL5028 O14672 ADAM10 83.55% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.89% 95.89%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.60% 97.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.41% 99.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.03% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.19% 93.00%

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.
Clematis chinensis

Cross-Links

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PubChem 163191832
LOTUS LTS0254867
wikiData Q105378506