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2-[2-[4,5-Dihydroxy-2-[[8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy]-6-methyloxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-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 b2c21880-471a-41c5-bf39-f5e88860aa8e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 2-[2-[4,5-dihydroxy-2-[[8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy]-6-methyloxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)C)CCC6(C5C=CC7=C8CC(CCC8(C(CC76C)O)CO)(C)C)C)C)C)O)O)CO)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)C)CCC6(C5C=CC7=C8CC(CCC8(C(CC76C)O)CO)(C)C)C)C)C)O)O)CO)O)O)O)O)O
InChI InChI=1S/C48H78O16/c1-22-31(52)34(55)37(58)40(59-22)63-39-36(57)33(54)26(20-49)61-42(39)64-38-35(56)32(53)23(2)60-41(38)62-30-13-14-45(7)27(44(30,5)6)12-15-46(8)28(45)11-10-24-25-18-43(3,4)16-17-48(25,21-50)29(51)19-47(24,46)9/h10-11,22-23,26-42,49-58H,12-21H2,1-9H3
InChI Key IFHVGHIPUAYRLB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H78O16
Molecular Weight 911.10 g/mol
Exact Mass 910.52898640 g/mol
Topological Polar Surface Area (TPSA) 258.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 1.56
H-Bond Acceptor 16
H-Bond Donor 10
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[2-[4,5-Dihydroxy-2-[[8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicen-3-yl]oxy]-6-methyloxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-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 + 0.7084 70.84%
Caco-2 - 0.8935 89.35%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.7876 78.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7862 78.62%
OATP1B3 inhibitior - 0.4367 43.67%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.7458 74.58%
P-glycoprotein inhibitior + 0.7498 74.98%
P-glycoprotein substrate - 0.6137 61.37%
CYP3A4 substrate + 0.7304 73.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8401 84.01%
CYP3A4 inhibition - 0.9345 93.45%
CYP2C9 inhibition - 0.8819 88.19%
CYP2C19 inhibition - 0.8988 89.88%
CYP2D6 inhibition - 0.9401 94.01%
CYP1A2 inhibition - 0.8923 89.23%
CYP2C8 inhibition + 0.6593 65.93%
CYP inhibitory promiscuity - 0.9600 96.00%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6252 62.52%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9069 90.69%
Skin irritation - 0.6425 64.25%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7767 77.67%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.8896 88.96%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7750 77.50%
Nephrotoxicity - 0.8591 85.91%
Acute Oral Toxicity (c) III 0.7434 74.34%
Estrogen receptor binding + 0.7907 79.07%
Androgen receptor binding + 0.7275 72.75%
Thyroid receptor binding - 0.5338 53.38%
Glucocorticoid receptor binding + 0.6771 67.71%
Aromatase binding + 0.6616 66.16%
PPAR gamma + 0.7736 77.36%
Honey bee toxicity - 0.6621 66.21%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5850 58.50%
Fish aquatic toxicity + 0.9174 91.74%

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 98.75% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.43% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.56% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.54% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.82% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.83% 97.36%
CHEMBL226 P30542 Adenosine A1 receptor 88.11% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.11% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 86.10% 90.17%
CHEMBL2581 P07339 Cathepsin D 84.89% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 84.51% 94.75%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.70% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.72% 94.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.68% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.98% 95.56%

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.
Bupleurum rotundifolium

Cross-Links

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PubChem 163011926
LOTUS LTS0170859
wikiData Q105112181