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(2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8aR,9S,10R,11R,12aS,14aR,14bR)-9-hydroxy-4,11-bis(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-10-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,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 1385ee7e-efce-492d-bba5-47f67491bc3b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8aR,9S,10R,11R,12aS,14aR,14bR)-9-hydroxy-4,11-bis(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-10-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C54H84O23/c1-23-38(70-24(2)58)41(71-25(3)59)42(72-26(4)60)48(69-23)77-44-43(66)50(6)17-18-53(9)27(28(50)19-49(44,5)21-56)11-12-31-51(7)15-14-32(52(8,22-57)30(51)13-16-54(31,53)10)74-47-40(36(64)35(63)39(75-47)45(67)68)76-46-37(65)34(62)33(61)29(20-55)73-46/h11,23,28-44,46-48,55-57,61-66H,12-22H2,1-10H3,(H,67,68)/t23-,28-,29+,30+,31+,32-,33+,34-,35-,36-,37+,38-,39-,40+,41+,42+,43+,44-,46-,47+,48-,49+,50+,51-,52-,53+,54+/m0/s1
InChI Key NVPHUFICFMSEDM-RHRPICAASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C54H84O23
Molecular Weight 1101.20 g/mol
Exact Mass 1100.54033892 g/mol
Topological Polar Surface Area (TPSA) 354.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 0.36
H-Bond Acceptor 22
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 (2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8aR,9S,10R,11R,12aS,14aR,14bR)-9-hydroxy-4,11-bis(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-10-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,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 + 0.6512 65.12%
Caco-2 - 0.8683 86.83%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8681 86.81%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7926 79.26%
OATP1B3 inhibitior - 0.3733 37.33%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5452 54.52%
BSEP inhibitior + 0.9669 96.69%
P-glycoprotein inhibitior + 0.7476 74.76%
P-glycoprotein substrate - 0.5322 53.22%
CYP3A4 substrate + 0.7367 73.67%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8862 88.62%
CYP3A4 inhibition - 0.9116 91.16%
CYP2C9 inhibition - 0.9240 92.40%
CYP2C19 inhibition - 0.9287 92.87%
CYP2D6 inhibition - 0.9557 95.57%
CYP1A2 inhibition - 0.8761 87.61%
CYP2C8 inhibition + 0.7920 79.20%
CYP inhibitory promiscuity - 0.9598 95.98%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6152 61.52%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.8987 89.87%
Skin irritation - 0.5790 57.90%
Skin corrosion - 0.9471 94.71%
Ames mutagenesis - 0.8400 84.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7585 75.85%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.9261 92.61%
Respiratory toxicity - 0.7000 70.00%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.6319 63.19%
Acute Oral Toxicity (c) III 0.6932 69.32%
Estrogen receptor binding + 0.7564 75.64%
Androgen receptor binding + 0.7339 73.39%
Thyroid receptor binding + 0.5938 59.38%
Glucocorticoid receptor binding + 0.7937 79.37%
Aromatase binding + 0.6448 64.48%
PPAR gamma + 0.8274 82.74%
Honey bee toxicity - 0.6620 66.20%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9625 96.25%

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
CHEMBL3714130 P46095 G-protein coupled receptor 6 98.35% 97.36%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.67% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.22% 96.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 91.28% 93.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.05% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.96% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.29% 94.45%
CHEMBL2581 P07339 Cathepsin D 86.90% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.43% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.79% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.27% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.56% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.46% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.29% 95.50%
CHEMBL5028 O14672 ADAM10 81.80% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.71% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 81.60% 92.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.30% 95.50%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 81.12% 81.11%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 80.38% 95.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.15% 91.19%

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.
Staurogyne merguensis

Cross-Links

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PubChem 10558135
LOTUS LTS0230366
wikiData Q105186348