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2-[3,15-dihydroxy-4,4,10,13,14-pentamethyl-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptanoic 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 dec91bdd-bfe8-4d71-a4f2-b71dc72563df
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2-[3,15-dihydroxy-4,4,10,13,14-pentamethyl-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptanoic acid
SMILES (Canonical) CC(C)C(=C)CCC(C1CC(C2(C1(CCC3=C2C(CC4C3(CCC(C4(C)C)O)C)OC5C(C(C(C(O5)CO)O)O)O)C)C)O)C(=O)O
SMILES (Isomeric) CC(C)C(=C)CCC(C1CC(C2(C1(CCC3=C2C(CC4C3(CCC(C4(C)C)O)C)OC5C(C(C(C(O5)CO)O)O)O)C)C)O)C(=O)O
InChI InChI=1S/C37H60O10/c1-18(2)19(3)9-10-20(32(44)45)22-15-27(40)37(8)28-21(11-14-36(22,37)7)35(6)13-12-26(39)34(4,5)25(35)16-23(28)46-33-31(43)30(42)29(41)24(17-38)47-33/h18,20,22-27,29-31,33,38-43H,3,9-17H2,1-2,4-8H3,(H,44,45)
InChI Key NAOJYHWAAQJVSQ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H60O10
Molecular Weight 664.90 g/mol
Exact Mass 664.41864811 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 3.56
H-Bond Acceptor 9
H-Bond Donor 7
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[3,15-dihydroxy-4,4,10,13,14-pentamethyl-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methyl-5-methylideneheptanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8907 89.07%
Caco-2 - 0.8057 80.57%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.8173 81.73%
OATP2B1 inhibitior - 0.7189 71.89%
OATP1B1 inhibitior + 0.8065 80.65%
OATP1B3 inhibitior - 0.2722 27.22%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7068 70.68%
BSEP inhibitior - 0.6502 65.02%
P-glycoprotein inhibitior + 0.6688 66.88%
P-glycoprotein substrate - 0.5886 58.86%
CYP3A4 substrate + 0.7001 70.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.8092 80.92%
CYP2C9 inhibition - 0.7700 77.00%
CYP2C19 inhibition - 0.8668 86.68%
CYP2D6 inhibition - 0.9339 93.39%
CYP1A2 inhibition - 0.8092 80.92%
CYP2C8 inhibition + 0.6017 60.17%
CYP inhibitory promiscuity - 0.9151 91.51%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7090 70.90%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9095 90.95%
Skin irritation + 0.5302 53.02%
Skin corrosion - 0.9389 93.89%
Ames mutagenesis - 0.6907 69.07%
Human Ether-a-go-go-Related Gene inhibition - 0.4196 41.96%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.6968 69.68%
skin sensitisation - 0.8950 89.50%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.6201 62.01%
Acute Oral Toxicity (c) III 0.6684 66.84%
Estrogen receptor binding + 0.6840 68.40%
Androgen receptor binding + 0.7493 74.93%
Thyroid receptor binding - 0.5621 56.21%
Glucocorticoid receptor binding + 0.5966 59.66%
Aromatase binding + 0.6872 68.72%
PPAR gamma + 0.6220 62.20%
Honey bee toxicity - 0.6874 68.74%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6655 66.55%
Fish aquatic toxicity + 0.9820 98.20%

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 97.75% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.13% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.44% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.97% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.77% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.01% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.44% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.13% 95.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.10% 96.21%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.70% 94.33%
CHEMBL221 P23219 Cyclooxygenase-1 85.62% 90.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.02% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.91% 89.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.55% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 84.30% 92.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.00% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.89% 92.62%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 83.67% 94.23%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.55% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.30% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.15% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.04% 96.47%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.82% 91.24%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.38% 82.50%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 81.27% 89.05%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 85220393
LOTUS LTS0247975
wikiData Q104172230