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6-[[10-Benzoyloxy-8,9-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-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-(3,4,5-trihydroxyoxan-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 a6f67abf-5db6-4310-98f4-092fd3c21893
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 6-[[10-benzoyloxy-8,9-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-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxane-2-carboxylic acid
SMILES (Canonical) CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CC(C2(C(C1OC(=O)C6=CC=CC=C6)O)CO)O)C)C)(C)C)OC7C(C(C(C(O7)C(=O)O)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C
SMILES (Isomeric) CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CC(C2(C(C1OC(=O)C6=CC=CC=C6)O)CO)O)C)C)(C)C)OC7C(C(C(C(O7)C(=O)O)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C
InChI InChI=1S/C54H80O21/c1-49(2)19-26-25-13-14-30-51(5)17-16-32(50(3,4)29(51)15-18-52(30,6)53(25,7)20-31(58)54(26,23-56)42(65)43(49)75-45(68)24-11-9-8-10-12-24)71-48-41(74-47-37(63)35(61)34(60)28(21-55)70-47)39(38(64)40(73-48)44(66)67)72-46-36(62)33(59)27(57)22-69-46/h8-13,26-43,46-48,55-65H,14-23H2,1-7H3,(H,66,67)
InChI Key BVLILAASBFCECD-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C54H80O21
Molecular Weight 1065.20 g/mol
Exact Mass 1064.51920956 g/mol
Topological Polar Surface Area (TPSA) 342.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 0.12
H-Bond Acceptor 20
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 6-[[10-Benzoyloxy-8,9-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-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-(3,4,5-trihydroxyoxan-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 + 0.8071 80.71%
Caco-2 - 0.8714 87.14%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8508 85.08%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7494 74.94%
OATP1B3 inhibitior - 0.4332 43.32%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5776 57.76%
BSEP inhibitior + 0.9429 94.29%
P-glycoprotein inhibitior + 0.7469 74.69%
P-glycoprotein substrate + 0.5274 52.74%
CYP3A4 substrate + 0.7429 74.29%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8822 88.22%
CYP3A4 inhibition - 0.6485 64.85%
CYP2C9 inhibition - 0.8438 84.38%
CYP2C19 inhibition - 0.8858 88.58%
CYP2D6 inhibition - 0.9350 93.50%
CYP1A2 inhibition - 0.8417 84.17%
CYP2C8 inhibition + 0.8381 83.81%
CYP inhibitory promiscuity - 0.9590 95.90%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6075 60.75%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.8998 89.98%
Skin irritation - 0.6315 63.15%
Skin corrosion - 0.9465 94.65%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7785 77.85%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.8591 85.91%
skin sensitisation - 0.8967 89.67%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.8628 86.28%
Acute Oral Toxicity (c) III 0.7534 75.34%
Estrogen receptor binding + 0.7687 76.87%
Androgen receptor binding + 0.7523 75.23%
Thyroid receptor binding + 0.5829 58.29%
Glucocorticoid receptor binding + 0.7691 76.91%
Aromatase binding + 0.6015 60.15%
PPAR gamma + 0.8092 80.92%
Honey bee toxicity - 0.6511 65.11%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9824 98.24%

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 95.79% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 95.66% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.91% 86.33%
CHEMBL2581 P07339 Cathepsin D 94.22% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.92% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.48% 96.09%
CHEMBL4302 P08183 P-glycoprotein 1 90.11% 92.98%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.61% 96.21%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 88.72% 89.44%
CHEMBL5028 O14672 ADAM10 88.57% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.02% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.00% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.29% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.91% 95.50%
CHEMBL226 P30542 Adenosine A1 receptor 84.53% 95.93%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.09% 99.17%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.25% 95.83%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.26% 100.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.02% 89.67%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.88% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.43% 99.23%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.21% 90.24%

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.
Barringtonia acutangula

Cross-Links

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PubChem 72964875
LOTUS LTS0162343
wikiData Q104946630