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(4aR,5R,6aR,6aR,6bR,8aR,10R,12aR,14aR,14bS)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14,14a,14b-hexadecahydropicene-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 2ddeb92f-c6d5-40ca-9162-c6df8cf165d7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (4aR,5R,6aR,6aR,6bR,8aR,10R,12aR,14aR,14bS)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14,14a,14b-hexadecahydropicene-4a-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC3CCC4(C5CCC6C7CC(CCC7(C(CC6(C5(CCC4C3(C)C)C)C)O)C(=O)O)(C)C)C)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](CO[C@H]2O[C@@H]3CC[C@@]4([C@H]5CC[C@@H]6[C@@H]7CC(CC[C@@]7([C@@H](C[C@]6([C@@]5(CC[C@H]4C3(C)C)C)C)O)C(=O)O)(C)C)C)O)O)O)O)O
InChI InChI=1S/C41H68O12/c1-20-28(44)30(46)31(47)33(51-20)53-32-29(45)23(42)19-50-34(32)52-27-12-13-38(6)24(37(27,4)5)11-14-39(7)25(38)10-9-21-22-17-36(2,3)15-16-41(22,35(48)49)26(43)18-40(21,39)8/h20-34,42-47H,9-19H2,1-8H3,(H,48,49)/t20-,21+,22-,23-,24-,25+,26+,27+,28-,29-,30+,31+,32+,33-,34-,38-,39+,40+,41+/m0/s1
InChI Key JGNKEDAWBHVCHY-VCCIMKKOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H68O12
Molecular Weight 753.00 g/mol
Exact Mass 752.47107760 g/mol
Topological Polar Surface Area (TPSA) 196.00 Ų
XlogP 5.20
Atomic LogP (AlogP) 3.60
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4aR,5R,6aR,6aR,6bR,8aR,10R,12aR,14aR,14bS)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14,14a,14b-hexadecahydropicene-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 + 0.7064 70.64%
Caco-2 - 0.8777 87.77%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8120 81.20%
OATP2B1 inhibitior - 0.8709 87.09%
OATP1B1 inhibitior + 0.8267 82.67%
OATP1B3 inhibitior + 0.8548 85.48%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.6160 61.60%
P-glycoprotein inhibitior + 0.7696 76.96%
P-glycoprotein substrate - 0.5518 55.18%
CYP3A4 substrate + 0.7415 74.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8789 87.89%
CYP3A4 inhibition - 0.9150 91.50%
CYP2C9 inhibition - 0.9072 90.72%
CYP2C19 inhibition - 0.9252 92.52%
CYP2D6 inhibition - 0.9604 96.04%
CYP1A2 inhibition - 0.8419 84.19%
CYP2C8 inhibition + 0.6098 60.98%
CYP inhibitory promiscuity - 0.9878 98.78%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6880 68.80%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9120 91.20%
Skin irritation - 0.6669 66.69%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6510 65.10%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.9050 90.50%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.9423 94.23%
Acute Oral Toxicity (c) III 0.5599 55.99%
Estrogen receptor binding + 0.6979 69.79%
Androgen receptor binding + 0.7235 72.35%
Thyroid receptor binding - 0.6206 62.06%
Glucocorticoid receptor binding + 0.6055 60.55%
Aromatase binding + 0.6821 68.21%
PPAR gamma + 0.7097 70.97%
Honey bee toxicity - 0.6489 64.89%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5745 57.45%
Fish aquatic toxicity + 0.9072 90.72%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.47% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.18% 97.36%
CHEMBL2179 P04062 Beta-glucocerebrosidase 91.88% 85.31%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.59% 96.38%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.36% 86.33%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 89.03% 97.86%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.86% 91.11%
CHEMBL204 P00734 Thrombin 88.73% 96.01%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.66% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.14% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.85% 92.94%
CHEMBL5028 O14672 ADAM10 85.06% 97.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.45% 96.61%
CHEMBL340 P08684 Cytochrome P450 3A4 83.11% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.06% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.82% 96.77%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 82.68% 91.83%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 81.99% 98.99%
CHEMBL221 P23219 Cyclooxygenase-1 81.52% 90.17%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 81.33% 92.78%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.28% 100.00%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 80.52% 85.83%

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.
Hedera helix
Hedera taurica

Cross-Links

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PubChem 101616115
LOTUS LTS0173605
wikiData Q105127551