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(2S,3R,4R,5R,6S)-2-[(3R,4R,5R,6S)-6-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5R)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxyoxan-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 fce588a4-4e8a-45c1-a344-d47591edac76
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name (2S,3R,4R,5R,6S)-2-[(3R,4R,5R,6S)-6-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5R)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(CO5)OC6C(C(C(C(O6)C)O)O)O)O)O)C)C)C(C)C
SMILES (Isomeric) CC[C@@H](/C=C/[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](CO5)O[C@H]6[C@@H]([C@@H]([C@H]([C@@H](O6)C)O)O)O)O)O)C)C)C(C)C
InChI InChI=1S/C40H66O9/c1-8-24(21(2)3)10-9-22(4)28-13-14-29-27-12-11-25-19-26(15-17-39(25,6)30(27)16-18-40(28,29)7)48-37-35(44)33(42)31(20-46-37)49-38-36(45)34(43)32(41)23(5)47-38/h9-11,21-24,26-38,41-45H,8,12-20H2,1-7H3/b10-9+/t22-,23+,24+,26+,27+,28-,29+,30+,31-,32+,33+,34-,35-,36-,37+,38+,39+,40-/m1/s1
InChI Key FNQCYDRHMWUNLI-KUFGJTOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H66O9
Molecular Weight 690.90 g/mol
Exact Mass 690.47068368 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 5.90
Atomic LogP (AlogP) 5.12
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4R,5R,6S)-2-[(3R,4R,5R,6S)-6-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5R)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxyoxan-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 + 0.8997 89.97%
Caco-2 - 0.8658 86.58%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7821 78.21%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8823 88.23%
OATP1B3 inhibitior + 0.8242 82.42%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.7760 77.60%
P-glycoprotein inhibitior + 0.7172 71.72%
P-glycoprotein substrate + 0.6732 67.32%
CYP3A4 substrate + 0.7400 74.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8208 82.08%
CYP3A4 inhibition - 0.8875 88.75%
CYP2C9 inhibition - 0.8144 81.44%
CYP2C19 inhibition - 0.8681 86.81%
CYP2D6 inhibition - 0.9206 92.06%
CYP1A2 inhibition - 0.8670 86.70%
CYP2C8 inhibition + 0.6957 69.57%
CYP inhibitory promiscuity - 0.7524 75.24%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6230 62.30%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9269 92.69%
Skin irritation - 0.5511 55.11%
Skin corrosion - 0.9430 94.30%
Ames mutagenesis - 0.7770 77.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8095 80.95%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7181 71.81%
skin sensitisation - 0.8854 88.54%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.9526 95.26%
Acute Oral Toxicity (c) III 0.6106 61.06%
Estrogen receptor binding + 0.7834 78.34%
Androgen receptor binding + 0.7150 71.50%
Thyroid receptor binding - 0.5967 59.67%
Glucocorticoid receptor binding + 0.5955 59.55%
Aromatase binding + 0.6241 62.41%
PPAR gamma + 0.6820 68.20%
Honey bee toxicity - 0.6541 65.41%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9849 98.49%

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 98.42% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.40% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 97.19% 95.93%
CHEMBL2581 P07339 Cathepsin D 96.68% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.77% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.36% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 93.26% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.20% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.97% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.64% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.83% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.22% 90.71%
CHEMBL221 P23219 Cyclooxygenase-1 87.04% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.43% 95.89%
CHEMBL3492 P49721 Proteasome Macropain subunit 85.18% 90.24%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.50% 93.56%
CHEMBL5028 O14672 ADAM10 82.09% 97.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.85% 95.71%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 81.55% 95.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 81.06% 89.05%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.94% 99.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.89% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.16% 96.77%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163035082
LOTUS LTS0154783
wikiData Q104998441