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10-[4-[3,4-dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-5-hydroxy-6-methyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4a,9-bis(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-4,5,6,6a,7,8,8a,10,11,12-decahydro-1H-picen-3-one

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 b5f9f580-d400-4d62-a5ca-e48acbf1d0db
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 10-[4-[3,4-dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-5-hydroxy-6-methyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4a,9-bis(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-4,5,6,6a,7,8,8a,10,11,12-decahydro-1H-picen-3-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3C(C(OC(C3OC4C(C(C(C(O4)CO)O)O)O)OC5CCC6(C(C5(C)CO)CCC7(C6C=CC8=C9CC(C(=O)CC9(CCC87C)CO)(C)C)C)C)C)O)CO)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3C(C(OC(C3OC4C(C(C(C(O4)CO)O)O)O)OC5CCC6(C(C5(C)CO)CCC7(C6C=CC8=C9CC(C(=O)CC9(CCC87C)CO)(C)C)C)C)C)O)CO)O)O)O
InChI InChI=1S/C54H86O22/c1-23-33(60)36(63)39(66)45(69-23)74-42-28(20-56)72-47(41(68)38(42)65)75-43-34(61)24(2)70-48(44(43)76-46-40(67)37(64)35(62)27(19-55)71-46)73-32-12-13-50(5)29(51(32,6)21-57)11-14-53(8)30(50)10-9-25-26-17-49(3,4)31(59)18-54(26,22-58)16-15-52(25,53)7/h9-10,23-24,27-30,32-48,55-58,60-68H,11-22H2,1-8H3
InChI Key ZLUJQOZRSJGPCJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C54H86O22
Molecular Weight 1087.20 g/mol
Exact Mass 1086.56107437 g/mol
Topological Polar Surface Area (TPSA) 354.00 Ų
XlogP -1.60
Atomic LogP (AlogP) -1.44
H-Bond Acceptor 22
H-Bond Donor 13
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 10-[4-[3,4-dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-5-hydroxy-6-methyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4a,9-bis(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-4,5,6,6a,7,8,8a,10,11,12-decahydro-1H-picen-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7499 74.99%
Caco-2 - 0.8795 87.95%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8758 87.58%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8413 84.13%
OATP1B3 inhibitior - 0.5977 59.77%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.5776 57.76%
BSEP inhibitior + 0.9482 94.82%
P-glycoprotein inhibitior + 0.7471 74.71%
P-glycoprotein substrate + 0.5638 56.38%
CYP3A4 substrate + 0.7302 73.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8698 86.98%
CYP3A4 inhibition - 0.9589 95.89%
CYP2C9 inhibition - 0.8763 87.63%
CYP2C19 inhibition - 0.9003 90.03%
CYP2D6 inhibition - 0.9427 94.27%
CYP1A2 inhibition - 0.8671 86.71%
CYP2C8 inhibition + 0.6655 66.55%
CYP inhibitory promiscuity - 0.9423 94.23%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6313 63.13%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9020 90.20%
Skin irritation - 0.6520 65.20%
Skin corrosion - 0.9500 95.00%
Ames mutagenesis - 0.7208 72.08%
Human Ether-a-go-go-Related Gene inhibition + 0.7543 75.43%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6052 60.52%
skin sensitisation - 0.8940 89.40%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity - 0.7750 77.50%
Nephrotoxicity - 0.7715 77.15%
Acute Oral Toxicity (c) III 0.7822 78.22%
Estrogen receptor binding + 0.7918 79.18%
Androgen receptor binding + 0.7522 75.22%
Thyroid receptor binding + 0.5559 55.59%
Glucocorticoid receptor binding + 0.7285 72.85%
Aromatase binding + 0.6497 64.97%
PPAR gamma + 0.7961 79.61%
Honey bee toxicity - 0.6689 66.89%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9603 96.03%

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 98.69% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 95.74% 97.36%
CHEMBL1937 Q92769 Histone deacetylase 2 95.20% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.31% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.15% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.34% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.77% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.12% 95.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.01% 93.04%
CHEMBL220 P22303 Acetylcholinesterase 87.58% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.38% 100.00%
CHEMBL2581 P07339 Cathepsin D 87.15% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.29% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.21% 97.25%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.63% 92.94%
CHEMBL299 P17252 Protein kinase C alpha 83.37% 98.03%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.40% 91.07%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.07% 97.33%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 80.62% 98.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.31% 93.00%

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.
Scrophularia kakudensis

Cross-Links

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PubChem 162918852
LOTUS LTS0113712
wikiData Q105379186