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[(3S,8S,9S,10R,11S,12S,13S,14R,17R)-17-acetyl-8,14-dihydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4S,5R,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-11-[(Z)-2-methylbut-2-enoyl]oxy-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] benzoate

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 efa88710-6e0e-4cf0-9da3-e9b7ef3b0b31
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name [(3S,8S,9S,10R,11S,12S,13S,14R,17R)-17-acetyl-8,14-dihydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4S,5R,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-11-[(Z)-2-methylbut-2-enoyl]oxy-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] benzoate
SMILES (Canonical) CC=C(C)C(=O)OC1C2C3(CCC(CC3=CCC2(C4(CCC(C4(C1OC(=O)C5=CC=CC=C5)C)C(=O)C)O)O)OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)OC8C(C(C(C(O8)C)OC9C(C(C(C(O9)CO)O)O)O)OC)O)OC)OC)C
SMILES (Isomeric) C/C=C(/C)\C(=O)O[C@H]1[C@@H]2[C@]3(CC[C@@H](CC3=CC[C@]2([C@]4(CC[C@H]([C@]4([C@@H]1OC(=O)C5=CC=CC=C5)C)C(=O)C)O)O)O[C@H]6C[C@@H]([C@@H]([C@H](O6)C)O[C@H]7C[C@@H]([C@@H]([C@H](O7)C)O[C@H]8[C@@H]([C@@H]([C@@H]([C@H](O8)C)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)OC)O)OC)OC)C
InChI InChI=1S/C60H88O23/c1-12-28(2)53(67)80-50-51-57(7)21-19-35(24-34(57)18-22-59(51,69)60(70)23-20-36(29(3)62)58(60,8)52(50)83-54(68)33-16-14-13-15-17-33)77-40-25-37(71-9)46(30(4)74-40)79-41-26-38(72-10)47(31(5)75-41)81-56-45(66)49(73-11)48(32(6)76-56)82-55-44(65)43(64)42(63)39(27-61)78-55/h12-18,30-32,35-52,55-56,61,63-66,69-70H,19-27H2,1-11H3/b28-12-/t30-,31-,32-,35+,36+,37+,38+,39-,40+,41+,42-,43+,44-,45-,46-,47-,48-,49+,50+,51-,52-,55+,56+,57+,58+,59+,60-/m1/s1
InChI Key DQHIKVVSERHTPG-SHHPGMRDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C60H88O23
Molecular Weight 1177.30 g/mol
Exact Mass 1176.57163905 g/mol
Topological Polar Surface Area (TPSA) 313.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.47
H-Bond Acceptor 23
H-Bond Donor 7
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,8S,9S,10R,11S,12S,13S,14R,17R)-17-acetyl-8,14-dihydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4S,5R,6R)-3-hydroxy-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-11-[(Z)-2-methylbut-2-enoyl]oxy-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8556 85.56%
Caco-2 - 0.8608 86.08%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7877 78.77%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8222 82.22%
OATP1B3 inhibitior + 0.8970 89.70%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7303 73.03%
BSEP inhibitior + 0.9848 98.48%
P-glycoprotein inhibitior + 0.7453 74.53%
P-glycoprotein substrate + 0.7660 76.60%
CYP3A4 substrate + 0.7416 74.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8953 89.53%
CYP3A4 inhibition - 0.7046 70.46%
CYP2C9 inhibition - 0.8976 89.76%
CYP2C19 inhibition - 0.9183 91.83%
CYP2D6 inhibition - 0.9397 93.97%
CYP1A2 inhibition - 0.8724 87.24%
CYP2C8 inhibition + 0.7867 78.67%
CYP inhibitory promiscuity - 0.9417 94.17%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5906 59.06%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.8980 89.80%
Skin irritation - 0.5166 51.66%
Skin corrosion - 0.9435 94.35%
Ames mutagenesis - 0.5840 58.40%
Human Ether-a-go-go-Related Gene inhibition + 0.7989 79.89%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.7098 70.98%
skin sensitisation - 0.9237 92.37%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8508 85.08%
Acute Oral Toxicity (c) I 0.5623 56.23%
Estrogen receptor binding + 0.7308 73.08%
Androgen receptor binding + 0.7539 75.39%
Thyroid receptor binding + 0.6882 68.82%
Glucocorticoid receptor binding + 0.8058 80.58%
Aromatase binding + 0.6720 67.20%
PPAR gamma + 0.8281 82.81%
Honey bee toxicity - 0.6233 62.33%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5145 51.45%
Fish aquatic toxicity + 0.9677 96.77%

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 98.54% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.38% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.73% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.25% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.91% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 93.66% 90.17%
CHEMBL226 P30542 Adenosine A1 receptor 93.34% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.06% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.80% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.69% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.35% 100.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 89.22% 83.00%
CHEMBL5028 O14672 ADAM10 89.02% 97.50%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 88.61% 95.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.30% 95.89%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 86.27% 94.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.11% 97.09%
CHEMBL4302 P08183 P-glycoprotein 1 84.44% 92.98%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.47% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.76% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.54% 93.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 82.48% 91.71%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.40% 94.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.60% 91.07%
CHEMBL4208 P20618 Proteasome component C5 81.49% 90.00%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 81.04% 88.00%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 80.79% 92.67%

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.
Ceropegia variegata

Cross-Links

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PubChem 101923618
LOTUS LTS0183464
wikiData Q104986941