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(4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]peroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

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 852da915-966e-4ec7-b1a2-5d80e0a8ca09
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]peroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C48H78O20/c1-43(2)14-15-48(42(60)61)22(16-43)21-8-9-27-45(5)12-11-28(65-41-38(35(57)32(54)25(20-51)64-41)67-68-40-37(59)34(56)31(53)24(19-50)63-40)44(3,4)26(45)10-13-46(27,6)47(21,7)17-29(48)66-39-36(58)33(55)30(52)23(18-49)62-39/h8,22-41,49-59H,9-20H2,1-7H3,(H,60,61)/t22-,23+,24+,25+,26-,27+,28-,29+,30+,31+,32+,33-,34-,35-,36+,37+,38+,39-,40-,41-,45-,46+,47+,48+/m0/s1
InChI Key PYZOLPDCVVKSKB-RMHBBBSWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H78O20
Molecular Weight 975.10 g/mol
Exact Mass 974.50864487 g/mol
Topological Polar Surface Area (TPSA) 324.00 Ų
XlogP 1.60
Atomic LogP (AlogP) -0.39
H-Bond Acceptor 19
H-Bond Donor 12
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]peroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7631 76.31%
Caco-2 - 0.8897 88.97%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8305 83.05%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7546 75.46%
OATP1B3 inhibitior - 0.4274 42.74%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6026 60.26%
BSEP inhibitior + 0.6089 60.89%
P-glycoprotein inhibitior + 0.7518 75.18%
P-glycoprotein substrate - 0.7908 79.08%
CYP3A4 substrate + 0.7096 70.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8761 87.61%
CYP3A4 inhibition - 0.9404 94.04%
CYP2C9 inhibition - 0.8576 85.76%
CYP2C19 inhibition - 0.8704 87.04%
CYP2D6 inhibition - 0.9350 93.50%
CYP1A2 inhibition - 0.8305 83.05%
CYP2C8 inhibition + 0.6298 62.98%
CYP inhibitory promiscuity - 0.9446 94.46%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6134 61.34%
Eye corrosion - 0.9869 98.69%
Eye irritation - 0.9048 90.48%
Skin irritation - 0.6707 67.07%
Skin corrosion - 0.9409 94.09%
Ames mutagenesis - 0.7995 79.95%
Human Ether-a-go-go-Related Gene inhibition + 0.7289 72.89%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.8774 87.74%
skin sensitisation - 0.8734 87.34%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity - 0.8838 88.38%
Acute Oral Toxicity (c) III 0.7203 72.03%
Estrogen receptor binding + 0.7737 77.37%
Androgen receptor binding + 0.7353 73.53%
Thyroid receptor binding - 0.5748 57.48%
Glucocorticoid receptor binding + 0.6831 68.31%
Aromatase binding + 0.6235 62.35%
PPAR gamma + 0.7776 77.76%
Honey bee toxicity - 0.7399 73.99%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6505 65.05%
Fish aquatic toxicity + 0.9683 96.83%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.64% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.11% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.27% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 91.39% 90.17%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 90.94% 96.21%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.67% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.63% 94.45%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.60% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.49% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.95% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 83.77% 92.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.06% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.44% 100.00%
CHEMBL5028 O14672 ADAM10 81.74% 97.50%

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.
Blainvillea acmella

Cross-Links

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PubChem 101243863
NPASS NPC96817