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10-[4-[3,5-Dihydroxy-6-methyl-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-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 776ea0a1-358f-4132-8d21-062b0ad2d99a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 10-[4-[3,5-dihydroxy-6-methyl-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-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(COC(C2O)OC3CCC4(C5CCC6C7CC(CCC7(CCC6(C5(CCC4C3(C)C)C)C)C(=O)O)(C)C)C)O)O)OC8C(C(C(CO8)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(COC(C2O)OC3CCC4(C5CCC6C7CC(CCC7(CCC6(C5(CCC4C3(C)C)C)C)C(=O)O)(C)C)C)O)O)OC8C(C(C(CO8)O)O)O)O
InChI InChI=1S/C46H76O15/c1-22-30(49)36(61-37-32(51)31(50)25(47)20-56-37)34(53)39(58-22)60-35-26(48)21-57-38(33(35)52)59-29-12-13-43(6)27(42(29,4)5)11-14-45(8)28(43)10-9-23-24-19-41(2,3)15-17-46(24,40(54)55)18-16-44(23,45)7/h22-39,47-53H,9-21H2,1-8H3,(H,54,55)
InChI Key WDMVDZAINQLOMZ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C46H76O15
Molecular Weight 869.10 g/mol
Exact Mass 868.51842171 g/mol
Topological Polar Surface Area (TPSA) 234.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 3.09
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 10-[4-[3,5-Dihydroxy-6-methyl-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-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 + 0.6243 62.43%
Caco-2 - 0.8853 88.53%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7928 79.28%
OATP2B1 inhibitior - 0.8759 87.59%
OATP1B1 inhibitior + 0.8468 84.68%
OATP1B3 inhibitior + 0.8616 86.16%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.6496 64.96%
P-glycoprotein inhibitior + 0.7484 74.84%
P-glycoprotein substrate - 0.5890 58.90%
CYP3A4 substrate + 0.7321 73.21%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8789 87.89%
CYP3A4 inhibition - 0.9465 94.65%
CYP2C9 inhibition - 0.9147 91.47%
CYP2C19 inhibition - 0.9066 90.66%
CYP2D6 inhibition - 0.9609 96.09%
CYP1A2 inhibition - 0.8829 88.29%
CYP2C8 inhibition + 0.6004 60.04%
CYP inhibitory promiscuity - 0.9908 99.08%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6597 65.97%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9078 90.78%
Skin irritation - 0.7181 71.81%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7222 72.22%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.8625 86.25%
skin sensitisation - 0.9084 90.84%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.9325 93.25%
Acute Oral Toxicity (c) III 0.5421 54.21%
Estrogen receptor binding + 0.7908 79.08%
Androgen receptor binding + 0.7295 72.95%
Thyroid receptor binding - 0.5856 58.56%
Glucocorticoid receptor binding + 0.6686 66.86%
Aromatase binding + 0.6786 67.86%
PPAR gamma + 0.7665 76.65%
Honey bee toxicity - 0.6536 65.36%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5345 53.45%
Fish aquatic toxicity + 0.8847 88.47%

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 92.85% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.70% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.63% 91.11%
CHEMBL1914 P06276 Butyrylcholinesterase 90.05% 95.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.14% 97.09%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 89.12% 91.83%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.14% 96.38%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.07% 97.36%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.91% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.77% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.92% 96.77%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 86.80% 95.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.05% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 84.21% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.11% 95.56%
CHEMBL2179 P04062 Beta-glucocerebrosidase 83.90% 85.31%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 82.71% 97.86%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.50% 95.89%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 80.57% 98.99%
CHEMBL5028 O14672 ADAM10 80.56% 97.50%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.28% 92.78%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.03% 97.14%

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.
Cephalaria scoparia

Cross-Links

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PubChem 163026751
LOTUS LTS0043378
wikiData Q105302530