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(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9,10-bis[[(E)-2-methylbut-2-enoyl]oxy]-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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 b3735b42-5411-411a-8418-cb2b2df32e48
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9,10-bis[[(E)-2-methylbut-2-enoyl]oxy]-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical) CC=C(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)C)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)CO)OC(=O)C(=CC)C
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@H]1[C@@H](C(C[C@@H]2[C@]1([C@@H](C[C@@]3(C2=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O)O)O[C@H]8[C@@H]([C@@H]([C@H]([C@@H](O8)C)O)O)O)O[C@H]9[C@@H]([C@H]([C@H]([C@H](O9)CO)O)O)O)C)C)C)O)CO)(C)C)OC(=O)/C(=C/C)/C
InChI InChI=1S/C64H100O27/c1-13-26(3)53(80)90-50-51(91-54(81)27(4)14-2)64(25-67)30(21-59(50,6)7)29-15-16-34-61(10)19-18-36(60(8,9)33(61)17-20-62(34,11)63(29,12)22-35(64)68)85-58-49(89-56-44(76)41(73)38(70)31(23-65)83-56)46(45(77)47(87-58)52(78)79)86-57-48(42(74)39(71)32(24-66)84-57)88-55-43(75)40(72)37(69)28(5)82-55/h13-15,28,30-51,55-58,65-77H,16-25H2,1-12H3,(H,78,79)/b26-13+,27-14+/t28-,30-,31+,32+,33-,34+,35+,36-,37-,38-,39-,40+,41-,42-,43+,44+,45-,46-,47-,48+,49+,50-,51-,55-,56-,57-,58+,61-,62+,63+,64-/m0/s1
InChI Key UJJCZTNUJPJMDB-QWRLGAJHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C64H100O27
Molecular Weight 1301.50 g/mol
Exact Mass 1300.64519791 g/mol
Topological Polar Surface Area (TPSA) 427.00 Ų
XlogP 2.50
Atomic LogP (AlogP) -0.50
H-Bond Acceptor 26
H-Bond Donor 14
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9,10-bis[[(E)-2-methylbut-2-enoyl]oxy]-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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 + 0.7601 76.01%
Caco-2 - 0.8630 86.30%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7427 74.27%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.9659 96.59%
P-glycoprotein inhibitior + 0.7441 74.41%
P-glycoprotein substrate - 0.5066 50.66%
CYP3A4 substrate + 0.7398 73.98%
CYP2C9 substrate - 0.8018 80.18%
CYP2D6 substrate - 0.8966 89.66%
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 + 0.7761 77.61%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8971 89.71%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.7778 77.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7373 73.73%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8723 87.23%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity - 0.6111 61.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.7249 72.49%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.6606 66.06%
Androgen receptor binding + 0.7543 75.43%
Thyroid receptor binding + 0.6775 67.75%
Glucocorticoid receptor binding + 0.8109 81.09%
Aromatase binding + 0.6989 69.89%
PPAR gamma + 0.8194 81.94%
Honey bee toxicity - 0.6310 63.10%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5400 54.00%
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 98.73% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 95.64% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.64% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.34% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.17% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.45% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.20% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.33% 99.17%
CHEMBL2581 P07339 Cathepsin D 87.67% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 87.15% 94.75%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.58% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.32% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.18% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.56% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.25% 91.07%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.17% 94.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.75% 93.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.80% 96.21%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.78% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 81.64% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.47% 100.00%
CHEMBL5028 O14672 ADAM10 81.30% 97.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.28% 91.24%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.94% 89.67%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 80.83% 89.44%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.41% 97.09%

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.
Camellia oleifera

Cross-Links

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PubChem 25232669
LOTUS LTS0010832
wikiData Q105273976