(2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-[(2S,3R,6R)-6-[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2,3-dimethylheptoxy]-3,4-dihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

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Internal ID 83a31153-9a1b-4de2-88e4-e74d95b0285d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-[(2S,3R,6R)-6-[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2,3-dimethylheptoxy]-3,4-dihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(CCC(C)C(C)COC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)OC3C(C(C(C(O3)CO)OC4C(C(C(C(O4)CO)O)O)O)O)O)C5CCC6C5(CCC7C6CC=C8C7(CCC(C8)OC9C(C(C(C(O9)CO)O)O)O)C)C
SMILES (Isomeric) C[C@H](CC[C@@H](C)[C@H](C)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)[C@H]5CC[C@@H]6[C@@]5(CC[C@H]7[C@H]6CC=C8[C@@]7(CC[C@@H](C8)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C)C
InChI InChI=1S/C58H98O27/c1-23(6-7-24(2)29-10-11-30-28-9-8-26-16-27(12-14-57(26,4)31(28)13-15-58(29,30)5)78-53-47(73)42(68)38(64)33(18-60)80-53)25(3)21-76-56-51(44(70)40(66)36(83-56)22-77-52-46(72)41(67)37(63)32(17-59)79-52)85-55-49(75)45(71)50(35(20-62)82-55)84-54-48(74)43(69)39(65)34(19-61)81-54/h8,23-25,27-56,59-75H,6-7,9-22H2,1-5H3/t23-,24-,25-,27+,28+,29-,30+,31+,32-,33-,34-,35-,36-,37-,38-,39-,40-,41+,42+,43+,44+,45-,46-,47-,48-,49-,50-,51-,52-,53-,54+,55+,56-,57+,58-/m1/s1
InChI Key AOYJZWUONXQMCO-INROZVFDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C58H98O27
Molecular Weight 1227.40 g/mol
Exact Mass 1226.62954785 g/mol
Topological Polar Surface Area (TPSA) 436.00 Ų
XlogP -1.50
Atomic LogP (AlogP) -4.27
H-Bond Acceptor 27
H-Bond Donor 17
Rotatable Bonds 21

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-[(2S,3R,6R)-6-[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2,3-dimethylheptoxy]-3,4-dihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)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 + 0.6576 65.76%
Caco-2 - 0.8772 87.72%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7530 75.30%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8773 87.73%
OATP1B3 inhibitior + 0.7971 79.71%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.8450 84.50%
P-glycoprotein inhibitior + 0.7425 74.25%
P-glycoprotein substrate + 0.6314 63.14%
CYP3A4 substrate + 0.7494 74.94%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9643 96.43%
CYP2C9 inhibition - 0.9208 92.08%
CYP2C19 inhibition - 0.9191 91.91%
CYP2D6 inhibition - 0.9446 94.46%
CYP1A2 inhibition - 0.8938 89.38%
CYP2C8 inhibition + 0.6512 65.12%
CYP inhibitory promiscuity - 0.9084 90.84%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6130 61.30%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9023 90.23%
Skin irritation - 0.5830 58.30%
Skin corrosion - 0.9482 94.82%
Ames mutagenesis - 0.9100 91.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8618 86.18%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.8706 87.06%
skin sensitisation - 0.9246 92.46%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.8710 87.10%
Acute Oral Toxicity (c) III 0.4665 46.65%
Estrogen receptor binding + 0.8561 85.61%
Androgen receptor binding + 0.7553 75.53%
Thyroid receptor binding + 0.5772 57.72%
Glucocorticoid receptor binding + 0.7200 72.00%
Aromatase binding + 0.6825 68.25%
PPAR gamma + 0.8015 80.15%
Honey bee toxicity - 0.6501 65.01%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5650 56.50%
Fish aquatic toxicity + 0.9329 93.29%

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
CHEMBL226 P30542 Adenosine A1 receptor 99.14% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.27% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.27% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.06% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.82% 94.45%
CHEMBL2581 P07339 Cathepsin D 92.45% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.34% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.50% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.56% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.32% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.85% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.31% 89.00%
CHEMBL237 P41145 Kappa opioid receptor 86.10% 98.10%
CHEMBL4581 P52732 Kinesin-like protein 1 85.96% 93.18%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 85.23% 89.05%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.87% 93.04%
CHEMBL3401 O75469 Pregnane X receptor 83.99% 94.73%
CHEMBL1871 P10275 Androgen Receptor 83.00% 96.43%
CHEMBL233 P35372 Mu opioid receptor 82.37% 97.93%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.22% 94.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.76% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.18% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.16% 92.62%

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.
Anthriscus sylvestris
Tacca chantrieri

Cross-Links

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PubChem 21580610
NPASS NPC88515
LOTUS LTS0090292
wikiData Q104916066