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(2R,3R,4R,5R,6S)-2-[[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(Z,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-methyloxane-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 62e175d3-4163-47ac-92c2-672bc4f411c6
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name (2R,3R,4R,5R,6S)-2-[[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(Z,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC=C(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)C)O)O)O)C)C)C(C)C
SMILES (Isomeric) C/C=C(/CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)O)O)O)C)C)\C(C)C
InChI InChI=1S/C35H58O5/c1-8-23(20(2)3)10-9-21(4)27-13-14-28-26-12-11-24-19-25(40-33-32(38)31(37)30(36)22(5)39-33)15-17-34(24,6)29(26)16-18-35(27,28)7/h8,11,20-22,25-33,36-38H,9-10,12-19H2,1-7H3/b23-8-/t21-,22+,25+,26+,27-,28+,29+,30+,31-,32-,33+,34+,35-/m1/s1
InChI Key MIQGSTCQARUMQO-BTDBMZGASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H58O5
Molecular Weight 558.80 g/mol
Exact Mass 558.42842495 g/mol
Topological Polar Surface Area (TPSA) 79.20 Ų
XlogP 7.80
Atomic LogP (AlogP) 6.80
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4R,5R,6S)-2-[[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(Z,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-methyloxane-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 + 0.9077 90.77%
Caco-2 - 0.8143 81.43%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6089 60.89%
OATP2B1 inhibitior - 0.7151 71.51%
OATP1B1 inhibitior + 0.8778 87.78%
OATP1B3 inhibitior + 0.7974 79.74%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.5756 57.56%
P-glycoprotein inhibitior + 0.6625 66.25%
P-glycoprotein substrate + 0.5821 58.21%
CYP3A4 substrate + 0.7309 73.09%
CYP2C9 substrate - 0.8028 80.28%
CYP2D6 substrate - 0.8179 81.79%
CYP3A4 inhibition - 0.8313 83.13%
CYP2C9 inhibition - 0.8550 85.50%
CYP2C19 inhibition - 0.8734 87.34%
CYP2D6 inhibition - 0.9281 92.81%
CYP1A2 inhibition - 0.7946 79.46%
CYP2C8 inhibition + 0.6053 60.53%
CYP inhibitory promiscuity - 0.8310 83.10%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6570 65.70%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9400 94.00%
Skin irritation - 0.5444 54.44%
Skin corrosion - 0.9343 93.43%
Ames mutagenesis - 0.8600 86.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7239 72.39%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.6628 66.28%
skin sensitisation - 0.7954 79.54%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.8839 88.39%
Acute Oral Toxicity (c) III 0.3691 36.91%
Estrogen receptor binding + 0.7187 71.87%
Androgen receptor binding + 0.6632 66.32%
Thyroid receptor binding - 0.5771 57.71%
Glucocorticoid receptor binding + 0.6583 65.83%
Aromatase binding + 0.5934 59.34%
PPAR gamma - 0.4840 48.40%
Honey bee toxicity - 0.6808 68.08%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9788 97.88%

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 98.87% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.37% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.59% 97.25%
CHEMBL240 Q12809 HERG 97.05% 89.76%
CHEMBL2581 P07339 Cathepsin D 95.89% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 95.51% 95.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 95.19% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 93.14% 89.05%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.95% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.63% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.59% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.57% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.27% 89.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.52% 90.71%
CHEMBL2094135 Q96BI3 Gamma-secretase 87.37% 98.05%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.10% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.63% 97.36%
CHEMBL3492 P49721 Proteasome Macropain subunit 86.29% 90.24%
CHEMBL237 P41145 Kappa opioid receptor 86.04% 98.10%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.53% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 83.89% 94.73%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.60% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.58% 95.56%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.79% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.27% 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.
Cleome viscosa

Cross-Links

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PubChem 163064517
LOTUS LTS0039406
wikiData Q105165160