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(2S,3R,4S,5R,6R)-2-[(2S,3R,4R,5R,6R)-6-[[(1S,3R,4S,4aR,8aR)-3,4,8,8a-tetramethyl-4-[(3S)-3-methyl-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxypent-4-enyl]-1,2,3,4a,5,6-hexahydronaphthalen-1-yl]oxy]-4-hydroxy-2-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

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 4a13bf1a-8f1c-4fd0-953f-c016b8eedc86
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (2S,3R,4S,5R,6R)-2-[(2S,3R,4R,5R,6R)-6-[[(1S,3R,4S,4aR,8aR)-3,4,8,8a-tetramethyl-4-[(3S)-3-methyl-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxypent-4-enyl]-1,2,3,4a,5,6-hexahydronaphthalen-1-yl]oxy]-4-hydroxy-2-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1CC(C2(C(C1(C)CCC(C)(C=C)OC3C(C(C(C(O3)C)O)O)O)CCC=C2C)C)OC4C(C(C(C(O4)C)OC5C(C(C(C(O5)C)O)O)O)O)OC6C(C(C(C(O6)C)O)O)O
SMILES (Isomeric) C[C@@H]1C[C@@H]([C@@]2([C@@H]([C@@]1(C)CC[C@@](C)(C=C)O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)C)O)O)O)CCC=C2C)C)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O[C@H]5[C@@H]([C@H]([C@H]([C@H](O5)C)O)O)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C)O)O)O
InChI InChI=1S/C44H74O18/c1-11-42(8,62-40-34(53)31(50)28(47)22(6)57-40)15-16-43(9)19(3)17-25(44(10)18(2)13-12-14-24(43)44)59-41-37(61-39-33(52)30(49)27(46)21(5)56-39)35(54)36(23(7)58-41)60-38-32(51)29(48)26(45)20(4)55-38/h11,13,19-41,45-54H,1,12,14-17H2,2-10H3/t19-,20-,21-,22-,23+,24-,25+,26+,27-,28+,29+,30+,31+,32-,33-,34-,35-,36+,37-,38+,39+,40+,41+,42-,43+,44+/m1/s1
InChI Key OKBRAPDNKUWOTB-PWWKKZKESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C44H74O18
Molecular Weight 891.00 g/mol
Exact Mass 890.48751551 g/mol
Topological Polar Surface Area (TPSA) 276.00 Ų
XlogP -0.10
Atomic LogP (AlogP) -0.12
H-Bond Acceptor 18
H-Bond Donor 10
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5R,6R)-2-[(2S,3R,4R,5R,6R)-6-[[(1S,3R,4S,4aR,8aR)-3,4,8,8a-tetramethyl-4-[(3S)-3-methyl-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxypent-4-enyl]-1,2,3,4a,5,6-hexahydronaphthalen-1-yl]oxy]-4-hydroxy-2-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7630 76.30%
Caco-2 - 0.8808 88.08%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.5247 52.47%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8675 86.75%
OATP1B3 inhibitior + 0.8026 80.26%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.6399 63.99%
P-glycoprotein inhibitior + 0.7442 74.42%
P-glycoprotein substrate - 0.5139 51.39%
CYP3A4 substrate + 0.6972 69.72%
CYP2C9 substrate - 0.8028 80.28%
CYP2D6 substrate - 0.8179 81.79%
CYP3A4 inhibition - 0.8531 85.31%
CYP2C9 inhibition - 0.9197 91.97%
CYP2C19 inhibition - 0.8763 87.63%
CYP2D6 inhibition - 0.9468 94.68%
CYP1A2 inhibition - 0.8121 81.21%
CYP2C8 inhibition + 0.6917 69.17%
CYP inhibitory promiscuity - 0.9098 90.98%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6688 66.88%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9077 90.77%
Skin irritation - 0.5520 55.20%
Skin corrosion - 0.9344 93.44%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8002 80.02%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8010 80.10%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.6929 69.29%
Acute Oral Toxicity (c) III 0.4598 45.98%
Estrogen receptor binding + 0.7436 74.36%
Androgen receptor binding + 0.6611 66.11%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6470 64.70%
Aromatase binding + 0.6556 65.56%
PPAR gamma + 0.7406 74.06%
Honey bee toxicity - 0.6264 62.64%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.7200 72.00%
Fish aquatic toxicity + 0.9781 97.81%

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 97.33% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.22% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.41% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.86% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.54% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.76% 97.36%
CHEMBL3401 O75469 Pregnane X receptor 87.75% 94.73%
CHEMBL2581 P07339 Cathepsin D 86.80% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.50% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.41% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.33% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.61% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.17% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.32% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.53% 99.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.25% 97.14%

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.
Hymenophyllum nephrophyllum

Cross-Links

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PubChem 10010939
LOTUS LTS0127442
wikiData Q105193457