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(2S,3R,4S,5R)-2-[(1S,1'S,4R,4'R,5R,5'R,6'R,10'S,12'R,16'S,18'S,20'S,21'S)-2,20'-dihydroxy-1,4',6',12',17',17'-hexamethylspiro[3,6-dioxabicyclo[3.1.0]hexane-4,8'-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docos-13-ene]-18'-yl]oxyoxane-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 5a9965ca-4843-43b8-9a3a-21e7a0efec6f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name (2S,3R,4S,5R)-2-[(1S,1'S,4R,4'R,5R,5'R,6'R,10'S,12'R,16'S,18'S,20'S,21'S)-2,20'-dihydroxy-1,4',6',12',17',17'-hexamethylspiro[3,6-dioxabicyclo[3.1.0]hexane-4,8'-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docos-13-ene]-18'-yl]oxyoxane-3,4,5-triol
SMILES (Canonical) CC1CC2(C3C(O3)(C(O2)O)C)OC4C1C5(CCC67CC68C(CC=C7C5(C4)C)C(C(CC8O)OC9C(C(C(CO9)O)O)O)(C)C)C
SMILES (Isomeric) C[C@@H]1C[C@@]2([C@H]3[C@](O3)(C(O2)O)C)O[C@@H]4[C@H]1[C@]5(CC[C@@]67C[C@]68[C@@H](CC=C7[C@@]5(C4)C)C([C@H](C[C@@H]8O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)(C)C)C
InChI InChI=1S/C35H52O10/c1-16-12-35(27-32(6,44-27)28(40)45-35)43-18-13-31(5)20-8-7-19-29(2,3)22(42-26-25(39)24(38)17(36)14-41-26)11-21(37)34(19)15-33(20,34)10-9-30(31,4)23(16)18/h8,16-19,21-28,36-40H,7,9-15H2,1-6H3/t16-,17-,18+,19+,21+,22+,23+,24+,25-,26+,27-,28?,30-,31+,32+,33+,34-,35-/m1/s1
InChI Key KKXMHOBIFLYTGL-MZVJMKDJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H52O10
Molecular Weight 632.80 g/mol
Exact Mass 632.35604785 g/mol
Topological Polar Surface Area (TPSA) 151.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.38
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5R)-2-[(1S,1'S,4R,4'R,5R,5'R,6'R,10'S,12'R,16'S,18'S,20'S,21'S)-2,20'-dihydroxy-1,4',6',12',17',17'-hexamethylspiro[3,6-dioxabicyclo[3.1.0]hexane-4,8'-9-oxahexacyclo[11.9.0.01,21.04,12.05,10.016,21]docos-13-ene]-18'-yl]oxyoxane-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 + 0.9033 90.33%
Caco-2 - 0.8348 83.48%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7427 74.27%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8655 86.55%
OATP1B3 inhibitior + 0.9356 93.56%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.7875 78.75%
P-glycoprotein inhibitior + 0.7156 71.56%
P-glycoprotein substrate + 0.6366 63.66%
CYP3A4 substrate + 0.7278 72.78%
CYP2C9 substrate - 0.8043 80.43%
CYP2D6 substrate - 0.8331 83.31%
CYP3A4 inhibition - 0.9016 90.16%
CYP2C9 inhibition - 0.7197 71.97%
CYP2C19 inhibition - 0.8524 85.24%
CYP2D6 inhibition - 0.9118 91.18%
CYP1A2 inhibition - 0.8176 81.76%
CYP2C8 inhibition + 0.7645 76.45%
CYP inhibitory promiscuity - 0.9187 91.87%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5558 55.58%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.9213 92.13%
Skin irritation - 0.5948 59.48%
Skin corrosion - 0.9297 92.97%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6688 66.88%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.7250 72.50%
skin sensitisation - 0.8492 84.92%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.9183 91.83%
Acute Oral Toxicity (c) III 0.4363 43.63%
Estrogen receptor binding - 0.7681 76.81%
Androgen receptor binding + 0.7718 77.18%
Thyroid receptor binding - 0.5445 54.45%
Glucocorticoid receptor binding + 0.6466 64.66%
Aromatase binding + 0.6951 69.51%
PPAR gamma + 0.6375 63.75%
Honey bee toxicity - 0.6613 66.13%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9740 97.40%

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 98.57% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.54% 91.11%
CHEMBL2581 P07339 Cathepsin D 90.52% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.93% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.47% 94.00%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 85.95% 95.64%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.81% 89.00%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 83.54% 86.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.16% 96.61%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.59% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.46% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.27% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.02% 95.89%

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.
Actaea simplex

Cross-Links

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PubChem 102120220
LOTUS LTS0229908
wikiData Q105142422