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[(3S,8R,9R,10S,13S,14R,15R,17R)-7,15-diacetyloxy-17-hydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-2-methyl-5-oxofuran-2-yl]-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[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 485521d0-b187-4bbc-97b4-c6d8580c65cd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3S,8R,9R,10S,13S,14R,15R,17R)-7,15-diacetyloxy-17-hydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-2-methyl-5-oxofuran-2-yl]-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl] acetate
SMILES (Canonical) CC(=O)OC1CCC2(C3CCC4C(C3(C(CC2C1(C)C)OC(=O)C)C)(C(CC4(C5(C=CC(=O)O5)C)O)OC(=O)C)C)C
SMILES (Isomeric) CC(=O)O[C@H]1CC[C@@]2([C@H]3CC[C@H]4[C@]([C@@]3(C(CC2C1(C)C)OC(=O)C)C)([C@@H](C[C@@]4([C@@]5(C=CC(=O)O5)C)O)OC(=O)C)C)C
InChI InChI=1S/C33H48O9/c1-18(34)39-24-12-14-29(6)21-10-11-22-32(9,31(21,8)25(40-19(2)35)16-23(29)28(24,4)5)26(41-20(3)36)17-33(22,38)30(7)15-13-27(37)42-30/h13,15,21-26,38H,10-12,14,16-17H2,1-9H3/t21-,22+,23?,24+,25?,26-,29-,30+,31+,32+,33-/m1/s1
InChI Key PTIIBLPSYSWNCJ-LXULCXIFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H48O9
Molecular Weight 588.70 g/mol
Exact Mass 588.32983310 g/mol
Topological Polar Surface Area (TPSA) 125.00 Ų
XlogP 4.90
Atomic LogP (AlogP) 4.67
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,8R,9R,10S,13S,14R,15R,17R)-7,15-diacetyloxy-17-hydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-2-methyl-5-oxofuran-2-yl]-1,2,3,5,6,7,9,11,12,13,15,16-dodecahydrocyclopenta[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 + 0.9894 98.94%
Caco-2 - 0.7712 77.12%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7895 78.95%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8436 84.36%
OATP1B3 inhibitior - 0.3249 32.49%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8108 81.08%
BSEP inhibitior + 0.9901 99.01%
P-glycoprotein inhibitior + 0.8022 80.22%
P-glycoprotein substrate - 0.6575 65.75%
CYP3A4 substrate + 0.7057 70.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9107 91.07%
CYP3A4 inhibition - 0.5357 53.57%
CYP2C9 inhibition - 0.7883 78.83%
CYP2C19 inhibition - 0.6976 69.76%
CYP2D6 inhibition - 0.9651 96.51%
CYP1A2 inhibition - 0.8063 80.63%
CYP2C8 inhibition - 0.6107 61.07%
CYP inhibitory promiscuity - 0.9417 94.17%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5572 55.72%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9048 90.48%
Skin irritation + 0.5134 51.34%
Skin corrosion - 0.8957 89.57%
Ames mutagenesis - 0.6470 64.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4387 43.87%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6819 68.19%
skin sensitisation - 0.8646 86.46%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.5112 51.12%
Acute Oral Toxicity (c) I 0.6431 64.31%
Estrogen receptor binding + 0.7879 78.79%
Androgen receptor binding + 0.6510 65.10%
Thyroid receptor binding + 0.5617 56.17%
Glucocorticoid receptor binding + 0.7741 77.41%
Aromatase binding + 0.8137 81.37%
PPAR gamma + 0.7392 73.92%
Honey bee toxicity - 0.8301 83.01%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9932 99.32%

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 95.33% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.90% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.47% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.66% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.19% 89.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.31% 93.04%
CHEMBL340 P08684 Cytochrome P450 3A4 87.62% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.92% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.67% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.57% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.45% 82.69%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.44% 97.14%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.86% 95.71%
CHEMBL2996 Q05655 Protein kinase C delta 80.99% 97.79%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.84% 96.77%
CHEMBL259 P32245 Melanocortin receptor 4 80.65% 95.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.32% 99.23%

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.
Cleome amblyocarpa

Cross-Links

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PubChem 101921673
LOTUS LTS0217105
wikiData Q105214662