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[(3S,5R,8R,9R,10R,13R,14R,17S)-4,4,8,10,14-pentamethyl-17-(6-methyl-5-methylidenehept-1-en-2-yl)-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-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 6d2f5dd7-f79b-4932-95fa-b157c23d1723
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3S,5R,8R,9R,10R,13R,14R,17S)-4,4,8,10,14-pentamethyl-17-(6-methyl-5-methylidenehept-1-en-2-yl)-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
SMILES (Canonical) CC(C)C(=C)CCC(=C)C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)OC(=O)C)C)C)C
SMILES (Isomeric) CC(C)C(=C)CCC(=C)[C@H]1CC[C@@]2([C@@H]1CC[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)OC(=O)C)C)C)C
InChI InChI=1S/C33H54O2/c1-21(2)22(3)11-12-23(4)25-15-19-32(9)26(25)13-14-28-31(8)18-17-29(35-24(5)34)30(6,7)27(31)16-20-33(28,32)10/h21,25-29H,3-4,11-20H2,1-2,5-10H3/t25-,26-,27+,28-,29+,31+,32-,33-/m1/s1
InChI Key OBOXEVNJWYYYCT-NICVJQMRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H54O2
Molecular Weight 482.80 g/mol
Exact Mass 482.412380961 g/mol
Topological Polar Surface Area (TPSA) 26.30 Ų
XlogP 11.10
Atomic LogP (AlogP) 9.15
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,5R,8R,9R,10R,13R,14R,17S)-4,4,8,10,14-pentamethyl-17-(6-methyl-5-methylidenehept-1-en-2-yl)-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-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 + 1.0000 100.00%
Caco-2 - 0.6593 65.93%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6179 61.79%
OATP2B1 inhibitior - 0.7101 71.01%
OATP1B1 inhibitior + 0.8781 87.81%
OATP1B3 inhibitior - 0.7148 71.48%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.7709 77.09%
P-glycoprotein inhibitior + 0.6591 65.91%
P-glycoprotein substrate - 0.8053 80.53%
CYP3A4 substrate + 0.7026 70.26%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.7614 76.14%
CYP2C9 inhibition - 0.8955 89.55%
CYP2C19 inhibition + 0.6759 67.59%
CYP2D6 inhibition - 0.9515 95.15%
CYP1A2 inhibition - 0.8873 88.73%
CYP2C8 inhibition + 0.4899 48.99%
CYP inhibitory promiscuity - 0.6792 67.92%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5238 52.38%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.8718 87.18%
Skin irritation + 0.5227 52.27%
Skin corrosion - 0.9822 98.22%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6438 64.38%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.8472 84.72%
skin sensitisation + 0.6342 63.42%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.6798 67.98%
Acute Oral Toxicity (c) III 0.7714 77.14%
Estrogen receptor binding + 0.7280 72.80%
Androgen receptor binding + 0.7349 73.49%
Thyroid receptor binding + 0.6331 63.31%
Glucocorticoid receptor binding + 0.7531 75.31%
Aromatase binding + 0.7242 72.42%
PPAR gamma + 0.6599 65.99%
Honey bee toxicity - 0.6808 68.08%
Biodegradation - 0.7000 70.00%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.19% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.73% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.74% 97.25%
CHEMBL4302 P08183 P-glycoprotein 1 93.42% 92.98%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.08% 91.11%
CHEMBL240 Q12809 HERG 92.92% 89.76%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 92.16% 96.47%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.82% 82.69%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.91% 95.89%
CHEMBL2581 P07339 Cathepsin D 88.94% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.29% 96.61%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.92% 92.62%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 84.57% 96.09%
CHEMBL5203 P33316 dUTP pyrophosphatase 83.99% 99.18%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.78% 97.09%
CHEMBL5028 O14672 ADAM10 82.31% 97.50%
CHEMBL1937 Q92769 Histone deacetylase 2 82.14% 94.75%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 81.83% 85.83%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.54% 91.24%
CHEMBL202 P00374 Dihydrofolate reductase 81.54% 89.92%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.51% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.30% 95.89%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.24% 98.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.12% 99.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.92% 91.07%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.84% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.42% 100.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 80.29% 95.71%

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.
Neolitsea sericea

Cross-Links

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PubChem 162996330
LOTUS LTS0246676
wikiData Q105189100