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methyl 3-[(3S,4S,5R,8R,9R,10R,13R,14R,15S)-4,9,10,13-tetramethyl-3,15-bis(prop-1-en-2-yl)-2,3,5,6,7,8,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-4-yl]propanoate

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 399d67eb-5816-4a94-aa0f-a77acd3537bf
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl 3-[(3S,4S,5R,8R,9R,10R,13R,14R,15S)-4,9,10,13-tetramethyl-3,15-bis(prop-1-en-2-yl)-2,3,5,6,7,8,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-4-yl]propanoate
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C(C3(CC2)C)(CCC(C4(C)CCC(=O)OC)C(=C)C)C)C
SMILES (Isomeric) CC(=C)[C@H]1CC[C@]2([C@H]1[C@H]3CC[C@H]4[C@]([C@@]3(CC2)C)(CC[C@H]([C@]4(C)CCC(=O)OC)C(=C)C)C)C
InChI InChI=1S/C31H50O2/c1-20(2)22-12-15-28(5)18-19-30(7)24(27(22)28)10-11-25-29(6,16-14-26(32)33-9)23(21(3)4)13-17-31(25,30)8/h22-25,27H,1,3,10-19H2,2,4-9H3/t22-,23+,24-,25-,27-,28-,29+,30-,31-/m1/s1
InChI Key QSMKZPFEDLONIK-PZSOPSJPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H50O2
Molecular Weight 454.70 g/mol
Exact Mass 454.381080833 g/mol
Topological Polar Surface Area (TPSA) 26.30 Ų
XlogP 10.30
Atomic LogP (AlogP) 8.37
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 3-[(3S,4S,5R,8R,9R,10R,13R,14R,15S)-4,9,10,13-tetramethyl-3,15-bis(prop-1-en-2-yl)-2,3,5,6,7,8,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-4-yl]propanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9963 99.63%
Caco-2 - 0.5520 55.20%
Blood Brain Barrier + 0.9500 95.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Plasma membrane 0.4033 40.33%
OATP2B1 inhibitior - 0.7181 71.81%
OATP1B1 inhibitior + 0.8830 88.30%
OATP1B3 inhibitior - 0.3554 35.54%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9081 90.81%
P-glycoprotein inhibitior - 0.4571 45.71%
P-glycoprotein substrate - 0.5147 51.47%
CYP3A4 substrate + 0.6884 68.84%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.7484 74.84%
CYP2C9 inhibition - 0.7930 79.30%
CYP2C19 inhibition - 0.5255 52.55%
CYP2D6 inhibition - 0.9460 94.60%
CYP1A2 inhibition - 0.8194 81.94%
CYP2C8 inhibition + 0.6251 62.51%
CYP inhibitory promiscuity - 0.6449 64.49%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8420 84.20%
Carcinogenicity (trinary) Non-required 0.5671 56.71%
Eye corrosion - 0.9780 97.80%
Eye irritation - 0.8483 84.83%
Skin irritation - 0.6429 64.29%
Skin corrosion - 0.9867 98.67%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6758 67.58%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.7741 77.41%
skin sensitisation + 0.4739 47.39%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.5778 57.78%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity + 0.6248 62.48%
Acute Oral Toxicity (c) III 0.8639 86.39%
Estrogen receptor binding + 0.7504 75.04%
Androgen receptor binding + 0.7674 76.74%
Thyroid receptor binding + 0.6113 61.13%
Glucocorticoid receptor binding + 0.7973 79.73%
Aromatase binding + 0.7442 74.42%
PPAR gamma + 0.6813 68.13%
Honey bee toxicity - 0.6908 69.08%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.65% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.69% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.51% 97.25%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 93.78% 96.38%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.31% 91.11%
CHEMBL233 P35372 Mu opioid receptor 92.58% 97.93%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 91.29% 96.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.20% 96.61%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 89.20% 97.50%
CHEMBL4040 P28482 MAP kinase ERK2 87.42% 83.82%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.31% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.13% 94.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.94% 92.94%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 84.98% 98.99%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.65% 92.62%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.78% 95.50%
CHEMBL2581 P07339 Cathepsin D 83.32% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 83.11% 91.19%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.40% 91.24%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 81.64% 99.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.92% 91.07%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.70% 93.03%

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.
Rudgea jasminoides

Cross-Links

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PubChem 162909070
LOTUS LTS0050921
wikiData Q105227133