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[4,5-dihydroxy-6-(hydroxymethyl)-2-[[4,4,10,13,14-pentamethyl-17-[6-methyl-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyhept-5-en-2-yl]-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl] acetate

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 10248152-68cb-47e5-8ef3-4124d34788fb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [4,5-dihydroxy-6-(hydroxymethyl)-2-[[4,4,10,13,14-pentamethyl-17-[6-methyl-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyhept-5-en-2-yl]-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl] acetate
SMILES (Canonical) CC1C(C(C(C(O1)OC(CC(C)C2CCC3(C2(CCC4C3=CCC5C4(C(CC(C5(C)C)OC6C(C(C(C(O6)CO)O)O)OC(=O)C)OC7C(C(C(C(O7)CO)O)O)O)C)C)C)C=C(C)C)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC(CC(C)C2CCC3(C2(CCC4C3=CCC5C4(C(CC(C5(C)C)OC6C(C(C(C(O6)CO)O)O)OC(=O)C)OC7C(C(C(C(O7)CO)O)O)O)C)C)C)C=C(C)C)O)O)O
InChI InChI=1S/C50H82O18/c1-22(2)17-26(64-44-41(60)38(57)35(54)24(4)62-44)18-23(3)27-13-15-49(9)28-11-12-32-47(6,7)33(67-46-43(63-25(5)53)40(59)37(56)31(21-52)66-46)19-34(50(32,10)29(28)14-16-48(27,49)8)68-45-42(61)39(58)36(55)30(20-51)65-45/h11,17,23-24,26-27,29-46,51-52,54-61H,12-16,18-21H2,1-10H3
InChI Key RDRVMNRHGMYFAG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C50H82O18
Molecular Weight 971.20 g/mol
Exact Mass 970.55011576 g/mol
Topological Polar Surface Area (TPSA) 284.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 1.35
H-Bond Acceptor 18
H-Bond Donor 10
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [4,5-dihydroxy-6-(hydroxymethyl)-2-[[4,4,10,13,14-pentamethyl-17-[6-methyl-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyhept-5-en-2-yl]-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7907 79.07%
Caco-2 - 0.8838 88.38%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8651 86.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7706 77.06%
OATP1B3 inhibitior - 0.4111 41.11%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.9035 90.35%
P-glycoprotein inhibitior + 0.7552 75.52%
P-glycoprotein substrate + 0.5829 58.29%
CYP3A4 substrate + 0.7239 72.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8827 88.27%
CYP3A4 inhibition - 0.9642 96.42%
CYP2C9 inhibition - 0.8723 87.23%
CYP2C19 inhibition - 0.9158 91.58%
CYP2D6 inhibition - 0.9399 93.99%
CYP1A2 inhibition - 0.8907 89.07%
CYP2C8 inhibition + 0.7663 76.63%
CYP inhibitory promiscuity - 0.9193 91.93%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6168 61.68%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9046 90.46%
Skin irritation - 0.5922 59.22%
Skin corrosion - 0.9456 94.56%
Ames mutagenesis - 0.7437 74.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7755 77.55%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7739 77.39%
skin sensitisation - 0.9044 90.44%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.7939 79.39%
Acute Oral Toxicity (c) III 0.7126 71.26%
Estrogen receptor binding + 0.7920 79.20%
Androgen receptor binding + 0.7512 75.12%
Thyroid receptor binding - 0.4929 49.29%
Glucocorticoid receptor binding + 0.7615 76.15%
Aromatase binding + 0.6513 65.13%
PPAR gamma + 0.7991 79.91%
Honey bee toxicity - 0.6109 61.09%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5155 51.55%
Fish aquatic toxicity + 0.9649 96.49%

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 99.18% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.65% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.66% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 92.65% 90.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.85% 97.36%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.55% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.29% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.81% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.51% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.38% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.58% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.90% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.99% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.49% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.30% 93.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.89% 99.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.89% 91.07%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.32% 89.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.01% 93.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.25% 96.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.82% 95.89%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.36% 89.67%

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.
Rhoiptelea chiliantha

Cross-Links

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PubChem 85271333
LOTUS LTS0100208
wikiData Q105234422