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[6-[[3,4-Dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] 10-[3,5-dihydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-9-(hydroxymethyl)-6a,6b,9,12a-tetramethyl-2-methylidene-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 fe863e8d-959b-436b-bd71-1f613716fcff
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name [6-[[3,4-dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] 10-[3,5-dihydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-9-(hydroxymethyl)-6a,6b,9,12a-tetramethyl-2-methylidene-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)CO)OC9C(C(C(CO9)O)OC1C(C(C(C(O1)CO)O)O)O)O)C)O)O)O)CO)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)CO)OC9C(C(C(CO9)O)OC1C(C(C(C(O1)CO)O)O)O)O)C)O)O)O)CO)O)O)O
InChI InChI=1S/C58H92O27/c1-23-9-14-58(53(75)85-52-43(72)39(68)36(65)30(81-52)21-77-48-44(73)40(69)47(29(19-60)80-48)84-50-41(70)37(66)34(63)24(2)78-50)16-15-56(5)25(26(58)17-23)7-8-32-54(3)12-11-33(55(4,22-61)31(54)10-13-57(32,56)6)82-49-45(74)46(27(62)20-76-49)83-51-42(71)38(67)35(64)28(18-59)79-51/h7,24,26-52,59-74H,1,8-22H2,2-6H3
InChI Key CSBHPRCOJYJGQY-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C58H92O27
Molecular Weight 1221.30 g/mol
Exact Mass 1220.58259765 g/mol
Topological Polar Surface Area (TPSA) 433.00 Ų
XlogP -3.70
Atomic LogP (AlogP) -4.04
H-Bond Acceptor 27
H-Bond Donor 16
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [6-[[3,4-Dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] 10-[3,5-dihydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-9-(hydroxymethyl)-6a,6b,9,12a-tetramethyl-2-methylidene-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 + 0.7135 71.35%
Caco-2 - 0.8754 87.54%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7934 79.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8675 86.75%
OATP1B3 inhibitior - 0.3786 37.86%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior + 0.9252 92.52%
P-glycoprotein inhibitior + 0.7434 74.34%
P-glycoprotein substrate + 0.6128 61.28%
CYP3A4 substrate + 0.7409 74.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8587 85.87%
CYP3A4 inhibition - 0.8913 89.13%
CYP2C9 inhibition - 0.9110 91.10%
CYP2C19 inhibition - 0.8993 89.93%
CYP2D6 inhibition - 0.9474 94.74%
CYP1A2 inhibition - 0.8888 88.88%
CYP2C8 inhibition + 0.7895 78.95%
CYP inhibitory promiscuity - 0.9715 97.15%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6497 64.97%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.8998 89.98%
Skin irritation - 0.5327 53.27%
Skin corrosion - 0.9440 94.40%
Ames mutagenesis - 0.6670 66.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7965 79.65%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.9024 90.24%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.9196 91.96%
Acute Oral Toxicity (c) III 0.7014 70.14%
Estrogen receptor binding + 0.7915 79.15%
Androgen receptor binding + 0.7519 75.19%
Thyroid receptor binding + 0.5980 59.80%
Glucocorticoid receptor binding + 0.7490 74.90%
Aromatase binding + 0.6634 66.34%
PPAR gamma + 0.8252 82.52%
Honey bee toxicity - 0.6485 64.85%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9590 95.90%

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 98.78% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 95.62% 97.36%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.39% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.19% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.75% 86.33%
CHEMBL233 P35372 Mu opioid receptor 90.03% 97.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.25% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.07% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.45% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.92% 95.50%
CHEMBL5028 O14672 ADAM10 86.49% 97.50%
CHEMBL237 P41145 Kappa opioid receptor 86.11% 98.10%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.25% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.14% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.06% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.12% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.04% 96.90%
CHEMBL5255 O00206 Toll-like receptor 4 81.00% 92.50%

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.
Akebia quinata
Akebia trifoliata

Cross-Links

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PubChem 162867581
LOTUS LTS0027531
wikiData Q104969059