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10-[6-Butoxycarbonyl-5-hydroxy-3,4-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-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 a1322b8d-3b8d-4b30-b2c4-8cc7c8037915
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 10-[6-butoxycarbonyl-5-hydroxy-3,4-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
SMILES (Canonical) CCCCOC(=O)C1C(C(C(C(O1)OC2CCC3(C(C2(C)C)CCC4(C3CC=C5C4(CCC6(C5CC(CC6)(C)C)C(=O)O)C)C)C)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)O
SMILES (Isomeric) CCCCOC(=O)C1C(C(C(C(O1)OC2CCC3(C(C2(C)C)CCC4(C3CC=C5C4(CCC6(C5CC(CC6)(C)C)C(=O)O)C)C)C)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)O
InChI InChI=1S/C52H84O19/c1-9-10-21-65-42(62)40-38(61)39(69-43-36(59)34(57)32(55)27(23-53)66-43)41(71-44-37(60)35(58)33(56)28(24-54)67-44)45(70-40)68-31-14-15-49(6)29(48(31,4)5)13-16-51(8)30(49)12-11-25-26-22-47(2,3)17-19-52(26,46(63)64)20-18-50(25,51)7/h11,26-41,43-45,53-61H,9-10,12-24H2,1-8H3,(H,63,64)
InChI Key ZVBYEOQPQROTOB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C52H84O19
Molecular Weight 1013.20 g/mol
Exact Mass 1012.56068045 g/mol
Topological Polar Surface Area (TPSA) 301.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 2.06
H-Bond Acceptor 18
H-Bond Donor 10
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 10-[6-Butoxycarbonyl-5-hydroxy-3,4-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-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 + 0.8232 82.32%
Caco-2 - 0.8856 88.56%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8766 87.66%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.6901 69.01%
OATP1B3 inhibitior - 0.4176 41.76%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.6982 69.82%
P-glycoprotein inhibitior + 0.7583 75.83%
P-glycoprotein substrate - 0.6939 69.39%
CYP3A4 substrate + 0.7311 73.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8825 88.25%
CYP3A4 inhibition - 0.7837 78.37%
CYP2C9 inhibition - 0.8437 84.37%
CYP2C19 inhibition - 0.8778 87.78%
CYP2D6 inhibition - 0.9384 93.84%
CYP1A2 inhibition - 0.8820 88.20%
CYP2C8 inhibition + 0.7589 75.89%
CYP inhibitory promiscuity - 0.9238 92.38%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5988 59.88%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9035 90.35%
Skin irritation - 0.6096 60.96%
Skin corrosion - 0.9436 94.36%
Ames mutagenesis - 0.8170 81.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3807 38.07%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.8947 89.47%
skin sensitisation - 0.9039 90.39%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.6203 62.03%
Acute Oral Toxicity (c) III 0.7498 74.98%
Estrogen receptor binding + 0.7822 78.22%
Androgen receptor binding + 0.7490 74.90%
Thyroid receptor binding - 0.5786 57.86%
Glucocorticoid receptor binding + 0.7201 72.01%
Aromatase binding + 0.6321 63.21%
PPAR gamma + 0.7789 77.89%
Honey bee toxicity - 0.7392 73.92%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5252 52.52%
Fish aquatic toxicity + 0.9812 98.12%

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 95.55% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.32% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.86% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.44% 99.17%
CHEMBL221 P23219 Cyclooxygenase-1 93.22% 90.17%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 92.84% 95.17%
CHEMBL2581 P07339 Cathepsin D 92.06% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.09% 94.45%
CHEMBL5255 O00206 Toll-like receptor 4 88.87% 92.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.39% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.85% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.34% 93.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.11% 95.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.90% 96.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.65% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.26% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.37% 93.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.19% 96.77%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.08% 94.33%

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.
Calendula officinalis

Cross-Links

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PubChem 163102909
LOTUS LTS0175815
wikiData Q105384214