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6-[(8a-Carboxy-2-hydroxy-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-[5-[4-[3,5-dihydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dihydroxyoxane-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 a22748af-86d2-45fa-9d3b-ddd0fe709a23
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 6-[(8a-carboxy-2-hydroxy-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-[5-[4-[3,5-dihydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)O)OC3C(C(C(CO3)O)O)O)O)O)O)O)O)O)C)C)C2C1)C)C(=O)O)C
SMILES (Isomeric) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)O)OC3C(C(C(CO3)O)O)O)O)O)O)O)O)O)C)C)C2C1)C)C(=O)O)C
InChI InChI=1S/C59H94O29/c1-54(2)12-14-59(53(77)78)15-13-57(6)22(23(59)16-54)8-9-30-56(5)17-24(63)46(55(3,4)29(56)10-11-58(30,57)7)88-52-40(74)44(37(71)45(87-52)47(75)76)86-49-36(70)34(68)41(28(20-62)82-49)83-50-39(73)43(33(67)27(19-61)80-50)85-51-38(72)42(32(66)26(18-60)81-51)84-48-35(69)31(65)25(64)21-79-48/h8,23-46,48-52,60-74H,9-21H2,1-7H3,(H,75,76)(H,77,78)
InChI Key PXOVXYVXSWHSFR-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C59H94O29
Molecular Weight 1267.40 g/mol
Exact Mass 1266.58807696 g/mol
Topological Polar Surface Area (TPSA) 470.00 Ų
XlogP -1.70
Atomic LogP (AlogP) -3.94
H-Bond Acceptor 27
H-Bond Donor 17
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[(8a-Carboxy-2-hydroxy-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-[5-[4-[3,5-dihydroxy-6-(hydroxymethyl)-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dihydroxyoxane-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 + 0.7601 76.01%
Caco-2 - 0.8675 86.75%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7859 78.59%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.9231 92.31%
P-glycoprotein inhibitior + 0.7433 74.33%
P-glycoprotein substrate - 0.5718 57.18%
CYP3A4 substrate + 0.7191 71.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.8310 83.10%
CYP2C9 inhibition - 0.8704 87.04%
CYP2C19 inhibition - 0.9216 92.16%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.9009 90.09%
CYP2C8 inhibition + 0.7382 73.82%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8982 89.82%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7824 78.24%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8217 82.17%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.8188 81.88%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7804 78.04%
Androgen receptor binding + 0.7508 75.08%
Thyroid receptor binding + 0.6092 60.92%
Glucocorticoid receptor binding + 0.7616 76.16%
Aromatase binding + 0.6623 66.23%
PPAR gamma + 0.8113 81.13%
Honey bee toxicity - 0.6845 68.45%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5855 58.55%
Fish aquatic toxicity + 0.9585 95.85%

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 98.97% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.10% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.02% 96.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 92.65% 95.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.53% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.69% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.38% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.07% 93.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.91% 95.50%
CHEMBL2581 P07339 Cathepsin D 84.93% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.64% 91.07%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.57% 96.77%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.16% 94.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.92% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.36% 95.89%
CHEMBL5028 O14672 ADAM10 81.56% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 80.85% 91.19%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.12% 97.36%

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.
Caryocar villosum

Cross-Links

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PubChem 73018124
LOTUS LTS0052800
wikiData Q105216299