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2-[[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[2-(3,12-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-6-methylhept-5-en-2-yl]oxyoxane-3,4,5-triol

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 7a189df2-0125-45eb-84d0-7545fb0db20a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2-[[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[2-(3,12-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-6-methylhept-5-en-2-yl]oxyoxane-3,4,5-triol
SMILES (Canonical) CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)O)C)C)O)C)OC5C(C(C(C(O5)COC6C(C(C(O6)CO)O)O)O)O)O)C
SMILES (Isomeric) CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)O)C)C)O)C)OC5C(C(C(C(O5)COC6C(C(C(O6)CO)O)O)O)O)O)C
InChI InChI=1S/C41H70O12/c1-21(2)10-9-14-41(8,53-36-34(49)32(47)31(46)25(52-36)20-50-35-33(48)30(45)24(19-42)51-35)22-11-16-40(7)29(22)23(43)18-27-38(5)15-13-28(44)37(3,4)26(38)12-17-39(27,40)6/h10,22-36,42-49H,9,11-20H2,1-8H3
InChI Key CJFGBCWGOQRURQ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H70O12
Molecular Weight 755.00 g/mol
Exact Mass 754.48672766 g/mol
Topological Polar Surface Area (TPSA) 199.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 2.79
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[2-(3,12-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-6-methylhept-5-en-2-yl]oxyoxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7395 73.95%
Caco-2 - 0.8812 88.12%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7487 74.87%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8335 83.35%
OATP1B3 inhibitior + 0.8885 88.85%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior - 0.5360 53.60%
P-glycoprotein inhibitior + 0.7921 79.21%
P-glycoprotein substrate - 0.7709 77.09%
CYP3A4 substrate + 0.7104 71.04%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9226 92.26%
CYP2C9 inhibition - 0.8642 86.42%
CYP2C19 inhibition - 0.9010 90.10%
CYP2D6 inhibition - 0.9274 92.74%
CYP1A2 inhibition - 0.9012 90.12%
CYP2C8 inhibition + 0.6094 60.94%
CYP inhibitory promiscuity - 0.9197 91.97%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5717 57.17%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9129 91.29%
Skin irritation - 0.5769 57.69%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis - 0.7654 76.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7990 79.90%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.6972 69.72%
skin sensitisation - 0.8994 89.94%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.6058 60.58%
Acute Oral Toxicity (c) I 0.6698 66.98%
Estrogen receptor binding + 0.7127 71.27%
Androgen receptor binding + 0.7353 73.53%
Thyroid receptor binding - 0.5817 58.17%
Glucocorticoid receptor binding + 0.6316 63.16%
Aromatase binding + 0.7088 70.88%
PPAR gamma + 0.7174 71.74%
Honey bee toxicity - 0.5926 59.26%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9306 93.06%

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 97.65% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.52% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.95% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.81% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.69% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.32% 96.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 90.28% 95.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.99% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.93% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.47% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.53% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.30% 82.69%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.99% 92.94%
CHEMBL2996 Q05655 Protein kinase C delta 85.71% 97.79%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.93% 97.36%
CHEMBL2581 P07339 Cathepsin D 83.64% 98.95%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.08% 96.90%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 83.02% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 82.60% 94.75%
CHEMBL1977 P11473 Vitamin D receptor 82.55% 99.43%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.18% 100.00%
CHEMBL5028 O14672 ADAM10 81.51% 97.50%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.12% 95.83%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.65% 97.14%

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.
Centella asiatica

Cross-Links

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PubChem 85052928
LOTUS LTS0018482
wikiData Q104960975