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(1S,8S,10S,17S,18S,19R,21S)-17-(5-acetyl-4,5-dihydroxy-6-methyloxan-2-yl)oxy-8-(4,5-dihydroxy-4,6-dimethyloxan-2-yl)oxy-19-(dimethoxymethyl)-10,13-dihydroxy-6-methoxy-3-methylspiro[16,20,22-trioxahexacyclo[17.2.1.02,15.05,14.07,12.017,21]docosa-2(15),3,5(14),6,12-pentaene-18,2'-oxirane]-11-one

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 b68b5e4d-6976-4327-8056-025c2f7106d3
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 1-hydroxysteroids
IUPAC Name (1S,8S,10S,17S,18S,19R,21S)-17-(5-acetyl-4,5-dihydroxy-6-methyloxan-2-yl)oxy-8-(4,5-dihydroxy-4,6-dimethyloxan-2-yl)oxy-19-(dimethoxymethyl)-10,13-dihydroxy-6-methoxy-3-methylspiro[16,20,22-trioxahexacyclo[17.2.1.02,15.05,14.07,12.017,21]docosa-2(15),3,5(14),6,12-pentaene-18,2'-oxirane]-11-one
SMILES (Canonical) CC1C(C(CC(O1)OC2CC(C(=O)C3=C(C4=C(C=C(C5=C4OC6(C7C5OC(C68CO8)(O7)C(OC)OC)OC9CC(C(C(O9)C)(C(=O)C)O)O)C)C(=C23)OC)O)O)(C)O)O
SMILES (Isomeric) CC1C(C(CC(O1)O[C@H]2C[C@@H](C(=O)C3=C(C4=C(C=C(C5=C4O[C@@]6([C@@H]7[C@H]5O[C@]([C@]68CO8)(O7)C(OC)OC)OC9CC(C(C(O9)C)(C(=O)C)O)O)C)C(=C23)OC)O)O)(C)O)O
InChI InChI=1S/C40H50O19/c1-14-9-18-25(29(45)27-26(30(18)49-6)20(10-19(42)28(27)44)55-23-12-36(5,47)33(46)15(2)53-23)31-24(14)32-34-39(57-31,37(13-52-37)40(58-32,59-34)35(50-7)51-8)56-22-11-21(43)38(48,16(3)41)17(4)54-22/h9,15,17,19-23,32-35,42-43,45-48H,10-13H2,1-8H3/t15?,17?,19-,20-,21?,22?,23?,32-,33?,34-,36?,37-,38?,39+,40-/m0/s1
InChI Key OIAMNLQWYUHUAN-YXUVVMLLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H50O19
Molecular Weight 834.80 g/mol
Exact Mass 834.29462936 g/mol
Topological Polar Surface Area (TPSA) 260.00 Ų
XlogP -0.30
Atomic LogP (AlogP) 0.59
H-Bond Acceptor 19
H-Bond Donor 6
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,8S,10S,17S,18S,19R,21S)-17-(5-acetyl-4,5-dihydroxy-6-methyloxan-2-yl)oxy-8-(4,5-dihydroxy-4,6-dimethyloxan-2-yl)oxy-19-(dimethoxymethyl)-10,13-dihydroxy-6-methoxy-3-methylspiro[16,20,22-trioxahexacyclo[17.2.1.02,15.05,14.07,12.017,21]docosa-2(15),3,5(14),6,12-pentaene-18,2'-oxirane]-11-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9179 91.79%
Caco-2 - 0.8645 86.45%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6960 69.60%
OATP2B1 inhibitior - 0.8626 86.26%
OATP1B1 inhibitior + 0.8110 81.10%
OATP1B3 inhibitior + 0.8975 89.75%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8667 86.67%
P-glycoprotein inhibitior + 0.7561 75.61%
P-glycoprotein substrate + 0.8341 83.41%
CYP3A4 substrate + 0.7440 74.40%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8528 85.28%
CYP3A4 inhibition - 0.6734 67.34%
CYP2C9 inhibition - 0.8559 85.59%
CYP2C19 inhibition - 0.8541 85.41%
CYP2D6 inhibition - 0.9296 92.96%
CYP1A2 inhibition - 0.7018 70.18%
CYP2C8 inhibition + 0.7700 77.00%
CYP inhibitory promiscuity - 0.9596 95.96%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5265 52.65%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9068 90.68%
Skin irritation - 0.8004 80.04%
Skin corrosion - 0.9401 94.01%
Ames mutagenesis - 0.5837 58.37%
Human Ether-a-go-go-Related Gene inhibition - 0.3694 36.94%
Micronuclear + 0.5800 58.00%
Hepatotoxicity + 0.5795 57.95%
skin sensitisation - 0.8132 81.32%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.8710 87.10%
Acute Oral Toxicity (c) III 0.4292 42.92%
Estrogen receptor binding + 0.7764 77.64%
Androgen receptor binding + 0.7734 77.34%
Thyroid receptor binding + 0.5357 53.57%
Glucocorticoid receptor binding + 0.7636 76.36%
Aromatase binding + 0.6732 67.32%
PPAR gamma + 0.7484 74.84%
Honey bee toxicity - 0.6571 65.71%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9620 96.20%

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 99.43% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.12% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.94% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.19% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.04% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.49% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.80% 99.23%
CHEMBL2581 P07339 Cathepsin D 91.53% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 91.22% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 90.48% 91.19%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 90.43% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.27% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.12% 94.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.33% 93.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.68% 91.07%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 86.30% 97.21%
CHEMBL3401 O75469 Pregnane X receptor 85.31% 94.73%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.22% 93.03%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.19% 99.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.03% 96.77%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.68% 99.15%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.13% 95.89%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.98% 96.21%
CHEMBL2535 P11166 Glucose transporter 81.89% 98.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.79% 96.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.30% 96.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.41% 92.94%

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 139584086
LOTUS LTS0031309
wikiData Q77279512