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(2R,3R,4S,5R)-2-[(Z,6R)-3-propan-2-yl-6-[(3S,5S,6S,9R,10R,13R,15R,17R)-3,6,15-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-2-enoxy]oxane-3,4,5-triol

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 073387cc-50b1-43c7-b63c-5cadb92b953a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name (2R,3R,4S,5R)-2-[(Z,6R)-3-propan-2-yl-6-[(3S,5S,6S,9R,10R,13R,15R,17R)-3,6,15-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-2-enoxy]oxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H56O8/c1-18(2)20(10-13-41-32-31(40)30(39)28(38)17-42-32)7-6-19(3)24-16-27(37)29-22-15-26(36)25-14-21(35)8-11-33(25,4)23(22)9-12-34(24,29)5/h10,18-19,21,23-28,30-32,35-40H,6-9,11-17H2,1-5H3/b20-10-/t19-,21+,23+,24-,25-,26+,27-,28-,30+,31-,32-,33-,34-/m1/s1
InChI Key AJGNSLVGGULVMR-BWRQZTHZSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C34H56O8
Molecular Weight 592.80 g/mol
Exact Mass 592.39751874 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 3.47
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5R)-2-[(Z,6R)-3-propan-2-yl-6-[(3S,5S,6S,9R,10R,13R,15R,17R)-3,6,15-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-2-enoxy]oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8370 83.70%
Caco-2 - 0.8426 84.26%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7739 77.39%
OATP2B1 inhibitior - 0.5734 57.34%
OATP1B1 inhibitior + 0.8045 80.45%
OATP1B3 inhibitior + 0.8476 84.76%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior + 0.6022 60.22%
P-glycoprotein substrate + 0.6118 61.18%
CYP3A4 substrate + 0.7105 71.05%
CYP2C9 substrate - 0.8028 80.28%
CYP2D6 substrate - 0.8179 81.79%
CYP3A4 inhibition - 0.9449 94.49%
CYP2C9 inhibition - 0.8372 83.72%
CYP2C19 inhibition - 0.8593 85.93%
CYP2D6 inhibition - 0.9280 92.80%
CYP1A2 inhibition - 0.8626 86.26%
CYP2C8 inhibition + 0.6300 63.00%
CYP inhibitory promiscuity - 0.9169 91.69%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6618 66.18%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9352 93.52%
Skin irritation - 0.5813 58.13%
Skin corrosion - 0.9436 94.36%
Ames mutagenesis - 0.5732 57.32%
Human Ether-a-go-go-Related Gene inhibition + 0.6700 67.00%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.5604 56.04%
skin sensitisation - 0.8820 88.20%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.9365 93.65%
Acute Oral Toxicity (c) III 0.5051 50.51%
Estrogen receptor binding + 0.6966 69.66%
Androgen receptor binding + 0.7276 72.76%
Thyroid receptor binding - 0.5806 58.06%
Glucocorticoid receptor binding + 0.6136 61.36%
Aromatase binding + 0.6377 63.77%
PPAR gamma + 0.6117 61.17%
Honey bee toxicity - 0.6586 65.86%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9646 96.46%

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 98.47% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.20% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.92% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.70% 96.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 96.61% 89.05%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 94.13% 95.58%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.33% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.54% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.22% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 89.00% 95.93%
CHEMBL233 P35372 Mu opioid receptor 88.09% 97.93%
CHEMBL2179 P04062 Beta-glucocerebrosidase 87.59% 85.31%
CHEMBL221 P23219 Cyclooxygenase-1 87.46% 90.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.48% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.31% 82.69%
CHEMBL2094135 Q96BI3 Gamma-secretase 85.53% 98.05%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.13% 90.71%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.83% 95.50%
CHEMBL237 P41145 Kappa opioid receptor 84.78% 98.10%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 84.65% 92.86%
CHEMBL2581 P07339 Cathepsin D 84.21% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.20% 92.62%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 83.72% 97.47%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.26% 96.61%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.35% 96.00%
CHEMBL325 Q13547 Histone deacetylase 1 80.67% 95.92%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.60% 89.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.37% 89.50%
CHEMBL5524 Q99873 Protein-arginine N-methyltransferase 1 80.28% 96.67%

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.
There are no matching plants.

Cross-Links

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PubChem 102330021
LOTUS LTS0237545
wikiData Q104913172