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6a-[[4-[(4a-Carboxy-10-hydroxy-2,2,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-6a-yl)methoxycarbonyl]-2,5-bis(3,4-dihydroxyphenyl)oxolane-3-carbonyl]oxymethyl]-10-hydroxy-2,2,6b,9,9,12a-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 ea995e41-4b5c-4b0e-abeb-53b8cebf5aa9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 6a-[[4-[(4a-carboxy-10-hydroxy-2,2,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-6a-yl)methoxycarbonyl]-2,5-bis(3,4-dihydroxyphenyl)oxolane-3-carbonyl]oxymethyl]-10-hydroxy-2,2,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
SMILES (Canonical) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1)COC(=O)C6C(C(OC6C7=CC(=C(C=C7)O)O)C8=CC(=C(C=C8)O)O)C(=O)OCC91CCC2(CCC(CC2C9=CCC2C1(CCC1C2(CCC(C1(C)C)O)C)C)(C)C)C(=O)O)C(=O)O)C
SMILES (Isomeric) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1)COC(=O)C6C(C(OC6C7=CC(=C(C=C7)O)O)C8=CC(=C(C=C8)O)O)C(=O)OCC91CCC2(CCC(CC2C9=CCC2C1(CCC1C2(CCC(C1(C)C)O)C)C)(C)C)C(=O)O)C(=O)O)C
InChI InChI=1S/C78H108O15/c1-67(2)29-31-75(65(87)88)33-35-77(45(47(75)39-67)15-19-55-71(9)25-23-57(83)69(5,6)53(71)21-27-73(55,77)11)41-91-63(85)59-60(62(44-14-18-50(80)52(82)38-44)93-61(59)43-13-17-49(79)51(81)37-43)64(86)92-42-78-36-34-76(66(89)90)32-30-68(3,4)40-48(76)46(78)16-20-56-72(10)26-24-58(84)70(7,8)54(72)22-28-74(56,78)12/h13-18,37-38,47-48,53-62,79-84H,19-36,39-42H2,1-12H3,(H,87,88)(H,89,90)
InChI Key GDYFTHYFWSOZJA-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C78H108O15
Molecular Weight 1285.70 g/mol
Exact Mass 1284.76882273 g/mol
Topological Polar Surface Area (TPSA) 258.00 Ų
XlogP 14.30
Atomic LogP (AlogP) 15.09
H-Bond Acceptor 13
H-Bond Donor 8
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6a-[[4-[(4a-Carboxy-10-hydroxy-2,2,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-6a-yl)methoxycarbonyl]-2,5-bis(3,4-dihydroxyphenyl)oxolane-3-carbonyl]oxymethyl]-10-hydroxy-2,2,6b,9,9,12a-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 + 0.9852 98.52%
Caco-2 - 0.8559 85.59%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8937 89.37%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8152 81.52%
OATP1B3 inhibitior + 0.8851 88.51%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9825 98.25%
P-glycoprotein inhibitior + 0.7461 74.61%
P-glycoprotein substrate - 0.6396 63.96%
CYP3A4 substrate + 0.7163 71.63%
CYP2C9 substrate - 0.8067 80.67%
CYP2D6 substrate - 0.8323 83.23%
CYP3A4 inhibition - 0.5819 58.19%
CYP2C9 inhibition - 0.5601 56.01%
CYP2C19 inhibition - 0.6854 68.54%
CYP2D6 inhibition - 0.9094 90.94%
CYP1A2 inhibition - 0.5216 52.16%
CYP2C8 inhibition + 0.7524 75.24%
CYP inhibitory promiscuity - 0.8064 80.64%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5043 50.43%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.8974 89.74%
Skin irritation - 0.7076 70.76%
Skin corrosion - 0.9439 94.39%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6946 69.46%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8813 88.13%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8421 84.21%
Acute Oral Toxicity (c) I 0.6065 60.65%
Estrogen receptor binding + 0.6209 62.09%
Androgen receptor binding + 0.7776 77.76%
Thyroid receptor binding + 0.7009 70.09%
Glucocorticoid receptor binding + 0.7890 78.90%
Aromatase binding + 0.6808 68.08%
PPAR gamma + 0.8123 81.23%
Honey bee toxicity - 0.7499 74.99%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5405 54.05%
Fish aquatic toxicity + 1.0000 100.00%

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 99.58% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.10% 97.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 96.15% 95.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.12% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.07% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.95% 95.56%
CHEMBL2581 P07339 Cathepsin D 91.17% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.41% 99.15%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.94% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 86.28% 95.93%
CHEMBL5028 O14672 ADAM10 85.99% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.95% 89.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.07% 96.21%
CHEMBL221 P23219 Cyclooxygenase-1 83.82% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.56% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.05% 82.69%
CHEMBL3401 O75469 Pregnane X receptor 81.92% 94.73%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.40% 96.95%

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.
Rhoiptelea chiliantha

Cross-Links

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PubChem 85271602
LOTUS LTS0132581
wikiData Q105007022