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[6-[[6-(Acetyloxymethyl)-3,4-dihydroxy-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] 6a,6b,9,9,12a-pentamethyl-2-methylidene-10-(3,4,5-trihydroxyoxan-2-yl)oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

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 e251abd4-eba2-4c70-b4dc-061f0734a1c2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name [6-[[6-(acetyloxymethyl)-3,4-dihydroxy-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] 6a,6b,9,9,12a-pentamethyl-2-methylidene-10-(3,4,5-trihydroxyoxan-2-yl)oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(=C)CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)C)OC9C(C(C(CO9)O)O)O)C)O)O)O)COC(=O)C)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(=C)CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)C)OC9C(C(C(CO9)O)O)O)C)O)O)O)COC(=O)C)O)O)O
InChI InChI=1S/C54H84O22/c1-23-11-16-54(18-17-52(7)26(27(54)19-23)9-10-32-51(6)14-13-33(50(4,5)31(51)12-15-53(32,52)8)74-46-40(63)35(58)28(56)20-69-46)49(67)76-48-42(65)38(61)36(59)29(72-48)21-70-45-43(66)39(62)44(30(73-45)22-68-25(3)55)75-47-41(64)37(60)34(57)24(2)71-47/h9,24,27-48,56-66H,1,10-22H2,2-8H3
InChI Key XPCKJVBBSBPFQL-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C54H84O22
Molecular Weight 1085.20 g/mol
Exact Mass 1084.54542430 g/mol
Topological Polar Surface Area (TPSA) 340.00 Ų
XlogP -0.30
Atomic LogP (AlogP) -0.27
H-Bond Acceptor 22
H-Bond Donor 11
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [6-[[6-(Acetyloxymethyl)-3,4-dihydroxy-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] 6a,6b,9,9,12a-pentamethyl-2-methylidene-10-(3,4,5-trihydroxyoxan-2-yl)oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7806 78.06%
Caco-2 - 0.8724 87.24%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8592 85.92%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7907 79.07%
OATP1B3 inhibitior - 0.3217 32.17%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6026 60.26%
BSEP inhibitior + 0.9054 90.54%
P-glycoprotein inhibitior + 0.7449 74.49%
P-glycoprotein substrate + 0.5686 56.86%
CYP3A4 substrate + 0.7407 74.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8780 87.80%
CYP3A4 inhibition - 0.8184 81.84%
CYP2C9 inhibition - 0.8319 83.19%
CYP2C19 inhibition - 0.8798 87.98%
CYP2D6 inhibition - 0.9470 94.70%
CYP1A2 inhibition - 0.8927 89.27%
CYP2C8 inhibition + 0.7879 78.79%
CYP inhibitory promiscuity - 0.9735 97.35%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6249 62.49%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9000 90.00%
Skin irritation - 0.5520 55.20%
Skin corrosion - 0.9396 93.96%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7744 77.44%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.8725 87.25%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.9450 94.50%
Acute Oral Toxicity (c) III 0.7436 74.36%
Estrogen receptor binding + 0.7895 78.95%
Androgen receptor binding + 0.7380 73.80%
Thyroid receptor binding + 0.6193 61.93%
Glucocorticoid receptor binding + 0.7706 77.06%
Aromatase binding + 0.6555 65.55%
PPAR gamma + 0.8428 84.28%
Honey bee toxicity - 0.6287 62.87%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5255 52.55%
Fish aquatic toxicity + 0.9883 98.83%

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 98.85% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.78% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.08% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.84% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.88% 97.36%
CHEMBL5028 O14672 ADAM10 87.24% 97.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.18% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.53% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.47% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.20% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.38% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.03% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 84.80% 92.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.69% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.25% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.15% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.49% 95.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.18% 97.25%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.41% 96.90%

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.
Eleutherococcus senticosus

Cross-Links

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PubChem 14036576
LOTUS LTS0263068
wikiData Q105338152