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6-[[8-Acetyloxy-9,10-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxane-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 07a05fed-e918-4706-8703-bfd8529009e2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 6-[[8-acetyloxy-9,10-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxane-2-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2C(=O)O)OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(CC(C7(C6CC(C(C7O)O)(C)C)CO)OC(=O)C)C)C)C)OC8C(C(C(C(O8)CO)O)O)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(C(OC2C(=O)O)OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(CC(C7(C6CC(C(C7O)O)(C)C)CO)OC(=O)C)C)C)C)OC8C(C(C(C(O8)CO)O)O)O)O)O)O)O
InChI InChI=1S/C50H80O21/c1-20-29(54)31(56)33(58)42(65-20)69-36-35(60)37(70-43-34(59)32(57)30(55)24(18-51)67-43)44(71-38(36)41(63)64)68-27-13-14-47(7)25(46(27,5)6)12-15-48(8)26(47)11-10-22-23-16-45(3,4)39(61)40(62)50(23,19-52)28(66-21(2)53)17-49(22,48)9/h10,20,23-40,42-44,51-52,54-62H,11-19H2,1-9H3,(H,63,64)
InChI Key TZVKGZZNLNDNGX-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C50H80O21
Molecular Weight 1017.20 g/mol
Exact Mass 1016.51920956 g/mol
Topological Polar Surface Area (TPSA) 342.00 Ų
XlogP 0.60
Atomic LogP (AlogP) -0.78
H-Bond Acceptor 20
H-Bond Donor 12
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[[8-Acetyloxy-9,10-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxane-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 + 0.7181 71.81%
Caco-2 - 0.8899 88.99%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.8914 89.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7208 72.08%
OATP1B3 inhibitior - 0.5187 51.87%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5974 59.74%
BSEP inhibitior + 0.7652 76.52%
P-glycoprotein inhibitior + 0.7508 75.08%
P-glycoprotein substrate - 0.6084 60.84%
CYP3A4 substrate + 0.7349 73.49%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8862 88.62%
CYP3A4 inhibition - 0.9061 90.61%
CYP2C9 inhibition - 0.8653 86.53%
CYP2C19 inhibition - 0.9130 91.30%
CYP2D6 inhibition - 0.9498 94.98%
CYP1A2 inhibition - 0.8749 87.49%
CYP2C8 inhibition + 0.7417 74.17%
CYP inhibitory promiscuity - 0.9549 95.49%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6115 61.15%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9020 90.20%
Skin irritation - 0.6295 62.95%
Skin corrosion - 0.9453 94.53%
Ames mutagenesis - 0.8224 82.24%
Human Ether-a-go-go-Related Gene inhibition + 0.6821 68.21%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.9136 91.36%
skin sensitisation - 0.9028 90.28%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.8718 87.18%
Acute Oral Toxicity (c) III 0.7689 76.89%
Estrogen receptor binding + 0.7936 79.36%
Androgen receptor binding + 0.7474 74.74%
Thyroid receptor binding - 0.5062 50.62%
Glucocorticoid receptor binding + 0.7643 76.43%
Aromatase binding + 0.6229 62.29%
PPAR gamma + 0.8161 81.61%
Honey bee toxicity - 0.6317 63.17%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9722 97.22%

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 98.27% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.94% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.56% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.13% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.49% 95.56%
CHEMBL2581 P07339 Cathepsin D 88.71% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.72% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.43% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.83% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.69% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.11% 97.09%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 84.02% 89.44%
CHEMBL5028 O14672 ADAM10 81.96% 97.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.33% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.04% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.77% 100.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.65% 96.21%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.18% 91.07%

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.
Foetidia africana

Cross-Links

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PubChem 73114790
LOTUS LTS0272444
wikiData Q105268433