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3-[(1R,2S,6R)-2-[2-[(1S,4aS,6R,8aR)-5,5,8a-trimethyl-2-methylidene-6-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-1,3-dimethyl-6-prop-1-en-2-ylcyclohex-3-en-1-yl]propanoic 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 208e2374-85f6-4df8-8688-4bc93b95f3b2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name 3-[(1R,2S,6R)-2-[2-[(1S,4aS,6R,8aR)-5,5,8a-trimethyl-2-methylidene-6-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-1,3-dimethyl-6-prop-1-en-2-ylcyclohex-3-en-1-yl]propanoic acid
SMILES (Canonical) CC1=CCC(C(C1CCC2C(=C)CCC3C2(CCC(C3(C)C)OC4C(C(C(C(O4)CO)O)O)O)C)(C)CCC(=O)O)C(=C)C
SMILES (Isomeric) CC1=CC[C@@H]([C@@]([C@H]1CC[C@H]2C(=C)CC[C@H]3[C@@]2(CC[C@H](C3(C)C)O[C@H]4[C@H]([C@@H]([C@@H]([C@@H](O4)CO)O)O)O)C)(C)CCC(=O)O)C(=C)C
InChI InChI=1S/C36H58O8/c1-20(2)23-11-9-21(3)24(35(23,7)18-16-29(38)39)12-13-25-22(4)10-14-27-34(5,6)28(15-17-36(25,27)8)44-33-32(42)31(41)30(40)26(19-37)43-33/h9,23-28,30-33,37,40-42H,1,4,10-19H2,2-3,5-8H3,(H,38,39)/t23-,24+,25+,26+,27-,28-,30-,31-,32+,33+,35-,36-/m1/s1
InChI Key LESZSAQXPRFCAF-VGZVMCMOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H58O8
Molecular Weight 618.80 g/mol
Exact Mass 618.41316880 g/mol
Topological Polar Surface Area (TPSA) 137.00 Ų
XlogP 5.70
Atomic LogP (AlogP) 5.39
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(1R,2S,6R)-2-[2-[(1S,4aS,6R,8aR)-5,5,8a-trimethyl-2-methylidene-6-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-1,3-dimethyl-6-prop-1-en-2-ylcyclohex-3-en-1-yl]propanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8282 82.82%
Caco-2 - 0.8335 83.35%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8097 80.97%
OATP2B1 inhibitior - 0.7173 71.73%
OATP1B1 inhibitior + 0.8162 81.62%
OATP1B3 inhibitior - 0.2746 27.46%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6818 68.18%
BSEP inhibitior + 0.8180 81.80%
P-glycoprotein inhibitior + 0.6927 69.27%
P-glycoprotein substrate - 0.6150 61.50%
CYP3A4 substrate + 0.7208 72.08%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.7352 73.52%
CYP2C9 inhibition - 0.7430 74.30%
CYP2C19 inhibition - 0.7908 79.08%
CYP2D6 inhibition - 0.9365 93.65%
CYP1A2 inhibition - 0.7375 73.75%
CYP2C8 inhibition + 0.6595 65.95%
CYP inhibitory promiscuity - 0.9371 93.71%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7440 74.40%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9272 92.72%
Skin irritation - 0.5511 55.11%
Skin corrosion - 0.9475 94.75%
Ames mutagenesis - 0.7170 71.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7902 79.02%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.8699 86.99%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.7339 73.39%
Acute Oral Toxicity (c) III 0.7350 73.50%
Estrogen receptor binding + 0.6839 68.39%
Androgen receptor binding + 0.6768 67.68%
Thyroid receptor binding - 0.5622 56.22%
Glucocorticoid receptor binding + 0.6163 61.63%
Aromatase binding + 0.6420 64.20%
PPAR gamma + 0.6179 61.79%
Honey bee toxicity - 0.7083 70.83%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.7500 75.00%
Fish aquatic toxicity + 0.9776 97.76%

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 98.68% 91.11%
CHEMBL220 P22303 Acetylcholinesterase 97.93% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 96.66% 83.82%
CHEMBL2581 P07339 Cathepsin D 93.65% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.89% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.83% 99.17%
CHEMBL5255 O00206 Toll-like receptor 4 86.50% 92.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.61% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.56% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.28% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.07% 97.09%
CHEMBL5028 O14672 ADAM10 84.51% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.27% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.79% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.31% 95.89%

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.
There are no matching plants.

Cross-Links

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PubChem 154496870
LOTUS LTS0142359
wikiData Q105150777