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4-Acetyloxy-6-[[9-benzoyloxy-10-(3,7-dimethylocta-2,6-dienoyloxy)-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-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 df21e355-5c64-4f61-8b2b-fd83b471a174
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 4-acetyloxy-6-[[9-benzoyloxy-10-(3,7-dimethylocta-2,6-dienoyloxy)-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C66H96O24/c1-31(2)16-15-17-32(3)26-42(71)86-54-55(90-57(81)34-18-13-12-14-19-34)66(30-69)36(27-61(54,5)6)35-20-21-40-63(9)24-23-41(62(7,8)39(63)22-25-64(40,10)65(35,11)52(77)53(66)78)85-60-51(89-59-47(76)45(74)43(72)37(28-67)83-59)49(82-33(4)70)48(50(88-60)56(79)80)87-58-46(75)44(73)38(29-68)84-58/h12-14,16,18-20,26,36-41,43-55,58-60,67-69,72-78H,15,17,21-25,27-30H2,1-11H3,(H,79,80)
InChI Key FCZPZIOLLOUAGS-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C66H96O24
Molecular Weight 1273.50 g/mol
Exact Mass 1272.62915392 g/mol
Topological Polar Surface Area (TPSA) 374.00 Ų
XlogP 5.90
Atomic LogP (AlogP) 2.91
H-Bond Acceptor 23
H-Bond Donor 11
Rotatable Bonds 18

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-Acetyloxy-6-[[9-benzoyloxy-10-(3,7-dimethylocta-2,6-dienoyloxy)-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-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 + 0.8455 84.55%
Caco-2 - 0.8595 85.95%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8772 87.72%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7753 77.53%
OATP1B3 inhibitior - 0.2714 27.14%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.9719 97.19%
P-glycoprotein inhibitior + 0.7436 74.36%
P-glycoprotein substrate + 0.6546 65.46%
CYP3A4 substrate + 0.7533 75.33%
CYP2C9 substrate - 0.6051 60.51%
CYP2D6 substrate - 0.8924 89.24%
CYP3A4 inhibition - 0.7322 73.22%
CYP2C9 inhibition - 0.8051 80.51%
CYP2C19 inhibition - 0.8767 87.67%
CYP2D6 inhibition - 0.9258 92.58%
CYP1A2 inhibition - 0.8333 83.33%
CYP2C8 inhibition + 0.8341 83.41%
CYP inhibitory promiscuity - 0.8681 86.81%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4985 49.85%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.8966 89.66%
Skin irritation - 0.6040 60.40%
Skin corrosion - 0.9380 93.80%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7464 74.64%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6874 68.74%
skin sensitisation - 0.9048 90.48%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.6907 69.07%
Acute Oral Toxicity (c) III 0.6230 62.30%
Estrogen receptor binding + 0.5645 56.45%
Androgen receptor binding + 0.7676 76.76%
Thyroid receptor binding + 0.7233 72.33%
Glucocorticoid receptor binding + 0.8040 80.40%
Aromatase binding + 0.7128 71.28%
PPAR gamma + 0.8003 80.03%
Honey bee toxicity - 0.6376 63.76%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9913 99.13%

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 98.76% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 98.43% 90.17%
CHEMBL2581 P07339 Cathepsin D 96.85% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.54% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.86% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.35% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.20% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.41% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.69% 91.07%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.17% 95.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.00% 97.14%
CHEMBL5028 O14672 ADAM10 86.43% 97.50%
CHEMBL3401 O75469 Pregnane X receptor 85.65% 94.73%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 84.19% 91.65%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.11% 95.83%
CHEMBL4208 P20618 Proteasome component C5 83.83% 90.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.51% 94.08%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.35% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.44% 100.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.14% 96.21%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.65% 100.00%

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.
Symplocos paniculata

Cross-Links

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PubChem 72993338
LOTUS LTS0015765
wikiData Q104993464