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6-[[10-Benzoyloxy-8,9-dihydroxy-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-hydroxy-4,5-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxane-2-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 7fc1f7d3-22a6-4c4f-9726-ed5b89c1748a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 6-[[10-benzoyloxy-8,9-dihydroxy-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-hydroxy-4,5-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxane-2-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OCC23C(CC(C(C2O)OC(=O)C4=CC=CC=C4)(C)C)C5=CCC6C7(CCC(C(C7CCC6(C5(CC3O)C)C)(C)C)OC8C(C(C(C(O8)C(=O)O)O)OC9C(C(C(C(O9)CO)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)C)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OCC23C(CC(C(C2O)OC(=O)C4=CC=CC=C4)(C)C)C5=CCC6C7(CCC(C(C7CCC6(C5(CC3O)C)C)(C)C)OC8C(C(C(C(O8)C(=O)O)O)OC9C(C(C(C(O9)CO)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)C)O)O)O
InChI InChI=1S/C61H92O26/c1-25-35(65)38(68)41(71)52(80-25)79-24-61-28(20-56(2,3)49(48(61)75)87-51(78)26-12-10-9-11-13-26)27-14-15-32-58(6)18-17-34(57(4,5)31(58)16-19-59(32,7)60(27,8)21-33(61)64)83-55-47(86-54-43(73)40(70)37(67)30(23-63)82-54)45(44(74)46(85-55)50(76)77)84-53-42(72)39(69)36(66)29(22-62)81-53/h9-14,25,28-49,52-55,62-75H,15-24H2,1-8H3,(H,76,77)
InChI Key UEAMSIAEVVFVPC-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C61H92O26
Molecular Weight 1241.40 g/mol
Exact Mass 1240.58768304 g/mol
Topological Polar Surface Area (TPSA) 421.00 Ų
XlogP 0.70
Atomic LogP (AlogP) -1.66
H-Bond Acceptor 25
H-Bond Donor 15
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[[10-Benzoyloxy-8,9-dihydroxy-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-hydroxy-4,5-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxane-2-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 + 0.8071 80.71%
Caco-2 - 0.8678 86.78%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8508 85.08%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7617 76.17%
OATP1B3 inhibitior - 0.4332 43.32%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5776 57.76%
BSEP inhibitior + 0.9574 95.74%
P-glycoprotein inhibitior + 0.7444 74.44%
P-glycoprotein substrate + 0.5523 55.23%
CYP3A4 substrate + 0.7389 73.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8822 88.22%
CYP3A4 inhibition - 0.6485 64.85%
CYP2C9 inhibition - 0.8438 84.38%
CYP2C19 inhibition - 0.8858 88.58%
CYP2D6 inhibition - 0.9350 93.50%
CYP1A2 inhibition - 0.8417 84.17%
CYP2C8 inhibition + 0.8406 84.06%
CYP inhibitory promiscuity - 0.9590 95.90%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6075 60.75%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.8978 89.78%
Skin irritation - 0.6315 63.15%
Skin corrosion - 0.9465 94.65%
Ames mutagenesis - 0.7124 71.24%
Human Ether-a-go-go-Related Gene inhibition + 0.7775 77.75%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.8348 83.48%
skin sensitisation - 0.8967 89.67%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.8955 89.55%
Acute Oral Toxicity (c) III 0.7534 75.34%
Estrogen receptor binding + 0.7152 71.52%
Androgen receptor binding + 0.7516 75.16%
Thyroid receptor binding + 0.6552 65.52%
Glucocorticoid receptor binding + 0.8019 80.19%
Aromatase binding + 0.6200 62.00%
PPAR gamma + 0.8179 81.79%
Honey bee toxicity - 0.6574 65.74%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5545 55.45%
Fish aquatic toxicity + 0.9824 98.24%

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.87% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 96.41% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.50% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.96% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.63% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.81% 95.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 91.30% 96.21%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 89.98% 89.44%
CHEMBL5028 O14672 ADAM10 89.22% 97.50%
CHEMBL4302 P08183 P-glycoprotein 1 87.20% 92.98%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.54% 99.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.76% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.57% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.52% 97.09%
CHEMBL1951 P21397 Monoamine oxidase A 82.24% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.86% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.71% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.60% 99.23%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.00% 95.83%

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.
Petersianthus macrocarpus

Cross-Links

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PubChem 162927564
LOTUS LTS0154919
wikiData Q105270727