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5-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-[(9-hydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-8-oxo-2,3,4a,5,6,7,9,10,12,12a,14,14a-dodecahydro-1H-picen-3-yl)oxy]oxane-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 99b9f409-d23a-403e-809d-0506469b0133
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 5-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-[(9-hydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-8-oxo-2,3,4a,5,6,7,9,10,12,12a,14,14a-dodecahydro-1H-picen-3-yl)oxy]oxane-2-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC3C(C(C(OC3OC4CCC5(C(C4(C)C)CCC6(C5CC=C7C6(CC(=O)C8(C7CC(CC8O)(C)C)C)C)C)C)C(=O)O)O)O)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(COC2OC3C(C(C(OC3OC4CCC5(C(C4(C)C)CCC6(C5CC=C7C6(CC(=O)C8(C7CC(CC8O)(C)C)C)C)C)C)C(=O)O)O)O)O)O)O)O)O
InChI InChI=1S/C47H74O17/c1-20-29(51)31(53)34(56)39(60-20)63-36-30(52)23(48)19-59-40(36)64-37-33(55)32(54)35(38(57)58)62-41(37)61-28-13-14-44(6)24(43(28,4)5)12-15-45(7)25(44)11-10-21-22-16-42(2,3)17-26(49)47(22,9)27(50)18-46(21,45)8/h10,20,22-26,28-37,39-41,48-49,51-56H,11-19H2,1-9H3,(H,57,58)
InChI Key GJRNOQDRFVKDJK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C47H74O17
Molecular Weight 911.10 g/mol
Exact Mass 910.49260089 g/mol
Topological Polar Surface Area (TPSA) 272.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 1.55
H-Bond Acceptor 16
H-Bond Donor 9
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-[(9-hydroxy-4,4,6a,6b,8a,11,11,14b-octamethyl-8-oxo-2,3,4a,5,6,7,9,10,12,12a,14,14a-dodecahydro-1H-picen-3-yl)oxy]oxane-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 + 0.8757 87.57%
Caco-2 - 0.9068 90.68%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8755 87.55%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7875 78.75%
OATP1B3 inhibitior - 0.2348 23.48%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5276 52.76%
BSEP inhibitior + 0.7641 76.41%
P-glycoprotein inhibitior + 0.7573 75.73%
P-glycoprotein substrate - 0.5753 57.53%
CYP3A4 substrate + 0.7271 72.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8839 88.39%
CYP3A4 inhibition - 0.8622 86.22%
CYP2C9 inhibition - 0.8630 86.30%
CYP2C19 inhibition - 0.9344 93.44%
CYP2D6 inhibition - 0.9426 94.26%
CYP1A2 inhibition - 0.8847 88.47%
CYP2C8 inhibition + 0.7254 72.54%
CYP inhibitory promiscuity - 0.9755 97.55%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5992 59.92%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9078 90.78%
Skin irritation - 0.5279 52.79%
Skin corrosion - 0.9388 93.88%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7450 74.50%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.8703 87.03%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.9380 93.80%
Acute Oral Toxicity (c) III 0.5967 59.67%
Estrogen receptor binding + 0.7944 79.44%
Androgen receptor binding + 0.7324 73.24%
Thyroid receptor binding - 0.6033 60.33%
Glucocorticoid receptor binding + 0.7326 73.26%
Aromatase binding + 0.6684 66.84%
PPAR gamma + 0.8014 80.14%
Honey bee toxicity - 0.6958 69.58%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9805 98.05%

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 96.76% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.02% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.34% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.39% 97.36%
CHEMBL1937 Q92769 Histone deacetylase 2 92.24% 94.75%
CHEMBL2581 P07339 Cathepsin D 91.32% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 90.40% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.74% 96.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.17% 93.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.29% 99.23%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.09% 96.77%
CHEMBL5028 O14672 ADAM10 83.37% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.29% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.78% 89.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.41% 97.33%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 81.69% 87.67%
CHEMBL340 P08684 Cytochrome P450 3A4 81.66% 91.19%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 81.03% 98.00%

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.
Stylosanthes erecta

Cross-Links

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PubChem 73316931
LOTUS LTS0260692
wikiData Q105009533