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[6-[[17-(5-hydroperoxy-2-hydroxy-6-methylhept-6-en-2-yl)-1,2-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 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 19d35688-2c91-4091-953e-784a7853d1c9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [6-[[17-(5-hydroperoxy-2-hydroxy-6-methylhept-6-en-2-yl)-1,2-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate
SMILES (Canonical) CC(=C)C(CCC(C)(C1CCC2(C1CCC3C2(CCC4C3(C(C(C(C4(C)C)OC5C(C(C(C(O5)COC(=O)C)O)O)O)O)O)C)C)C)O)OO
SMILES (Isomeric) CC(=C)C(CCC(C)(C1CCC2(C1CCC3C2(CCC4C3(C(C(C(C4(C)C)OC5C(C(C(C(O5)COC(=O)C)O)O)O)O)O)C)C)C)O)OO
InChI InChI=1S/C38H64O12/c1-19(2)23(50-46)13-17-37(8,45)22-12-15-35(6)21(22)10-11-26-36(35,7)16-14-25-34(4,5)32(30(43)31(44)38(25,26)9)49-33-29(42)28(41)27(40)24(48-33)18-47-20(3)39/h21-33,40-46H,1,10-18H2,2-9H3
InChI Key ZWJZJAVRTSNTHO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H64O12
Molecular Weight 712.90 g/mol
Exact Mass 712.43977747 g/mol
Topological Polar Surface Area (TPSA) 196.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 3.33
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [6-[[17-(5-hydroperoxy-2-hydroxy-6-methylhept-6-en-2-yl)-1,2-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8583 85.83%
Caco-2 - 0.8797 87.97%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7484 74.84%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8332 83.32%
OATP1B3 inhibitior + 0.8833 88.33%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8068 80.68%
BSEP inhibitior - 0.5922 59.22%
P-glycoprotein inhibitior + 0.7670 76.70%
P-glycoprotein substrate - 0.5299 52.99%
CYP3A4 substrate + 0.7211 72.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8857 88.57%
CYP3A4 inhibition - 0.8590 85.90%
CYP2C9 inhibition - 0.7317 73.17%
CYP2C19 inhibition - 0.7701 77.01%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition - 0.7539 75.39%
CYP2C8 inhibition + 0.6596 65.96%
CYP inhibitory promiscuity - 0.8961 89.61%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6931 69.31%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.9106 91.06%
Skin irritation - 0.5395 53.95%
Skin corrosion - 0.9231 92.31%
Ames mutagenesis - 0.6237 62.37%
Human Ether-a-go-go-Related Gene inhibition - 0.3837 38.37%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6550 65.50%
skin sensitisation - 0.8486 84.86%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.7884 78.84%
Acute Oral Toxicity (c) III 0.4730 47.30%
Estrogen receptor binding + 0.6869 68.69%
Androgen receptor binding + 0.7515 75.15%
Thyroid receptor binding - 0.6098 60.98%
Glucocorticoid receptor binding + 0.6670 66.70%
Aromatase binding + 0.6817 68.17%
PPAR gamma + 0.7098 70.98%
Honey bee toxicity - 0.6256 62.56%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9905 99.05%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.79% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.76% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.13% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.73% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 94.62% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.61% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.26% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.17% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.95% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.86% 86.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.78% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.05% 93.04%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.44% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.77% 97.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.75% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.11% 99.17%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.06% 95.71%
CHEMBL3401 O75469 Pregnane X receptor 82.05% 94.73%
CHEMBL5028 O14672 ADAM10 81.99% 97.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.31% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.26% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.11% 95.56%

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 85165554
LOTUS LTS0243761
wikiData Q105384986