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[(3S,8R,9S,10R,13R,14R,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-3-hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-14-yl] 3,4-dimethoxybenzoate

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 8bf2c9f2-8bfd-40b3-82ea-d5b6381904cf
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name [(3S,8R,9S,10R,13R,14R,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-3-hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-14-yl] 3,4-dimethoxybenzoate
SMILES (Canonical) CCC(C=CC(C)C1CCC2(C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)OC(=O)C5=CC(=C(C=C5)OC)OC)C(C)C
SMILES (Isomeric) CC[C@H](/C=C/[C@@H](C)[C@H]1CC[C@@]2([C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C)OC(=O)C5=CC(=C(C=C5)OC)OC)C(C)C
InChI InChI=1S/C38H56O5/c1-9-26(24(2)3)11-10-25(4)30-18-21-38(43-35(40)27-12-15-33(41-7)34(22-27)42-8)32-14-13-28-23-29(39)16-19-36(28,5)31(32)17-20-37(30,38)6/h10-13,15,22,24-26,29-32,39H,9,14,16-21,23H2,1-8H3/b11-10+/t25-,26-,29+,30-,31+,32-,36+,37-,38-/m1/s1
InChI Key RYVUPWPGCIDDST-TZSUOQTRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C38H56O5
Molecular Weight 592.80 g/mol
Exact Mass 592.41277488 g/mol
Topological Polar Surface Area (TPSA) 65.00 Ų
XlogP 9.10
Atomic LogP (AlogP) 8.80
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,8R,9S,10R,13R,14R,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-3-hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-14-yl] 3,4-dimethoxybenzoate

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 - 0.7590 75.90%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8334 83.34%
OATP2B1 inhibitior - 0.7191 71.91%
OATP1B1 inhibitior + 0.8426 84.26%
OATP1B3 inhibitior + 0.8897 88.97%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9959 99.59%
P-glycoprotein inhibitior + 0.8676 86.76%
P-glycoprotein substrate + 0.7252 72.52%
CYP3A4 substrate + 0.7135 71.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7951 79.51%
CYP3A4 inhibition - 0.6016 60.16%
CYP2C9 inhibition - 0.5666 56.66%
CYP2C19 inhibition - 0.5541 55.41%
CYP2D6 inhibition - 0.8904 89.04%
CYP1A2 inhibition - 0.6844 68.44%
CYP2C8 inhibition + 0.8438 84.38%
CYP inhibitory promiscuity - 0.7091 70.91%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6467 64.67%
Eye corrosion - 0.9943 99.43%
Eye irritation - 0.9314 93.14%
Skin irritation - 0.5990 59.90%
Skin corrosion - 0.9611 96.11%
Ames mutagenesis - 0.7078 70.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7303 73.03%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.8148 81.48%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.9041 90.41%
Acute Oral Toxicity (c) IV 0.5861 58.61%
Estrogen receptor binding + 0.7860 78.60%
Androgen receptor binding + 0.7904 79.04%
Thyroid receptor binding + 0.5830 58.30%
Glucocorticoid receptor binding + 0.7758 77.58%
Aromatase binding + 0.6947 69.47%
PPAR gamma + 0.6545 65.45%
Honey bee toxicity - 0.7605 76.05%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5118 51.18%
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 99.37% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.64% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.44% 97.25%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 92.25% 90.71%
CHEMBL2581 P07339 Cathepsin D 91.93% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.89% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.85% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.33% 95.89%
CHEMBL3192 Q9BY41 Histone deacetylase 8 89.41% 93.99%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.22% 91.11%
CHEMBL4208 P20618 Proteasome component C5 88.96% 90.00%
CHEMBL2535 P11166 Glucose transporter 87.57% 98.75%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.31% 91.07%
CHEMBL2413 P32246 C-C chemokine receptor type 1 86.68% 89.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.59% 97.09%
CHEMBL3492 P49721 Proteasome Macropain subunit 86.14% 90.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.77% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.49% 96.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 85.40% 89.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.38% 92.94%
CHEMBL2179 P04062 Beta-glucocerebrosidase 85.25% 85.31%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.08% 93.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.82% 97.14%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 82.43% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.96% 92.62%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.42% 90.24%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.83% 94.45%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.81% 100.00%

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.
Phyla nodiflora

Cross-Links

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PubChem 163193616
LOTUS LTS0092356
wikiData Q105248168