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6a-[[3-[(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]-6,7-dihydroxynaphthalene-2-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 645a1ec9-3b36-4214-b24b-9e1043b1ed9c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 6a-[[3-[(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]-6,7-dihydroxynaphthalene-2-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)C6=C(C=C7C=C(C(=CC7=C6)O)O)C(=O)OCC89CCC1(CCC(CC1C8=CCC1C9(CCC2C1(CCC(C2(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)C6=C(C=C7C=C(C(=CC7=C6)O)O)C(=O)OCC89CCC1(CCC(CC1C8=CCC1C9(CCC2C1(CCC(C2(C)C)O)C)C)(C)C)C(=O)O)C(=O)O)C
InChI InChI=1S/C72H100O12/c1-61(2)25-27-69(59(79)80)29-31-71(45(47(69)37-61)13-15-53-65(9)21-19-55(75)63(5,6)51(65)17-23-67(53,71)11)39-83-57(77)43-33-41-35-49(73)50(74)36-42(41)34-44(43)58(78)84-40-72-32-30-70(60(81)82)28-26-62(3,4)38-48(70)46(72)14-16-54-66(10)22-20-56(76)64(7,8)52(66)18-24-68(54,72)12/h13-14,33-36,47-48,51-56,73-76H,15-32,37-40H2,1-12H3,(H,79,80)(H,81,82)
InChI Key OCXQMDVIPUCHSD-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C72H100O12
Molecular Weight 1157.60 g/mol
Exact Mass 1156.72147862 g/mol
Topological Polar Surface Area (TPSA) 208.00 Ų
XlogP 15.20
Atomic LogP (AlogP) 15.02
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6a-[[3-[(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]-6,7-dihydroxynaphthalene-2-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 + 0.9832 98.32%
Caco-2 - 0.8536 85.36%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.9215 92.15%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8327 83.27%
OATP1B3 inhibitior - 0.2161 21.61%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8026 80.26%
BSEP inhibitior + 0.9932 99.32%
P-glycoprotein inhibitior + 0.7492 74.92%
P-glycoprotein substrate - 0.6461 64.61%
CYP3A4 substrate + 0.6900 69.00%
CYP2C9 substrate - 0.6370 63.70%
CYP2D6 substrate - 0.8609 86.09%
CYP3A4 inhibition - 0.7869 78.69%
CYP2C9 inhibition - 0.7166 71.66%
CYP2C19 inhibition - 0.7018 70.18%
CYP2D6 inhibition - 0.9066 90.66%
CYP1A2 inhibition - 0.5000 50.00%
CYP2C8 inhibition + 0.6895 68.95%
CYP inhibitory promiscuity - 0.8993 89.93%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6734 67.34%
Eye corrosion - 0.9932 99.32%
Eye irritation - 0.8983 89.83%
Skin irritation - 0.7161 71.61%
Skin corrosion - 0.9576 95.76%
Ames mutagenesis - 0.8254 82.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6971 69.71%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.7476 74.76%
skin sensitisation - 0.8477 84.77%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.8760 87.60%
Acute Oral Toxicity (c) III 0.5703 57.03%
Estrogen receptor binding + 0.6801 68.01%
Androgen receptor binding + 0.7769 77.69%
Thyroid receptor binding + 0.6559 65.59%
Glucocorticoid receptor binding + 0.7724 77.24%
Aromatase binding + 0.6681 66.81%
PPAR gamma + 0.8063 80.63%
Honey bee toxicity - 0.7793 77.93%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6205 62.05%
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
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 98.33% 95.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.71% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 95.95% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.82% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.85% 97.09%
CHEMBL2581 P07339 Cathepsin D 91.94% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.22% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.08% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.10% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.92% 99.15%
CHEMBL5255 O00206 Toll-like receptor 4 84.55% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.71% 95.56%
CHEMBL1914 P06276 Butyrylcholinesterase 82.01% 95.00%
CHEMBL5028 O14672 ADAM10 81.50% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 81.19% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.09% 94.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.02% 93.03%

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 162962787
LOTUS LTS0068226
wikiData Q105189644