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[(1R,1'S,4S,4'R,5R,5'R,6'R,10'S,12'R,16'S,18'S,20'R,21'S)-1,4',6',12',17',17'-hexamethyl-18'-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyspiro[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]-20'-yl] acetate

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 ba2fea5d-5732-499f-9574-2346fdf3a5e9
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name [(1R,1'S,4S,4'R,5R,5'R,6'R,10'S,12'R,16'S,18'S,20'R,21'S)-1,4',6',12',17',17'-hexamethyl-18'-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyspiro[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]-20'-yl] acetate
SMILES (Canonical) CC1CC2(C3C(O3)(CO2)C)OC4C1C5(CCC67CC68C(CC=C7C5(C4)C)C(C(CC8OC(=O)C)OC9C(C(C(CO9)O)O)O)(C)C)C
SMILES (Isomeric) C[C@@H]1C[C@@]2([C@H]3[C@](O3)(CO2)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]8OC(=O)C)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)(C)C)C
InChI InChI=1S/C37H54O10/c1-18-13-37(30-34(7,47-30)17-43-37)46-21-14-33(6)23-9-8-22-31(3,4)24(45-29-28(41)27(40)20(39)15-42-29)12-25(44-19(2)38)36(22)16-35(23,36)11-10-32(33,5)26(18)21/h9,18,20-22,24-30,39-41H,8,10-17H2,1-7H3/t18-,20-,21+,22+,24+,25-,26+,27+,28-,29+,30-,32-,33+,34-,35+,36-,37+/m1/s1
InChI Key WPUCUNRZJYWEQQ-SGTPALIHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H54O10
Molecular Weight 658.80 g/mol
Exact Mass 658.37169792 g/mol
Topological Polar Surface Area (TPSA) 136.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.63
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,1'S,4S,4'R,5R,5'R,6'R,10'S,12'R,16'S,18'S,20'R,21'S)-1,4',6',12',17',17'-hexamethyl-18'-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyspiro[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]-20'-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8998 89.98%
Caco-2 - 0.8460 84.60%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8008 80.08%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8188 81.88%
OATP1B3 inhibitior + 0.9215 92.15%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.5377 53.77%
P-glycoprotein inhibitior + 0.7778 77.78%
P-glycoprotein substrate + 0.6480 64.80%
CYP3A4 substrate + 0.7382 73.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8782 87.82%
CYP3A4 inhibition - 0.9159 91.59%
CYP2C9 inhibition - 0.7537 75.37%
CYP2C19 inhibition - 0.8516 85.16%
CYP2D6 inhibition - 0.9171 91.71%
CYP1A2 inhibition - 0.8445 84.45%
CYP2C8 inhibition + 0.7451 74.51%
CYP inhibitory promiscuity - 0.9533 95.33%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5465 54.65%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.9183 91.83%
Skin irritation - 0.6037 60.37%
Skin corrosion - 0.9291 92.91%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4004 40.04%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.8506 85.06%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.7810 78.10%
Acute Oral Toxicity (c) III 0.4495 44.95%
Estrogen receptor binding - 0.5227 52.27%
Androgen receptor binding + 0.7711 77.11%
Thyroid receptor binding - 0.5725 57.25%
Glucocorticoid receptor binding + 0.7049 70.49%
Aromatase binding + 0.7118 71.18%
PPAR gamma + 0.6717 67.17%
Honey bee toxicity - 0.6319 63.19%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5945 59.45%
Fish aquatic toxicity + 0.9773 97.73%

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 99.25% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.00% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.16% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.40% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 90.32% 91.19%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.04% 91.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.59% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.81% 96.77%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.90% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.74% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 84.47% 92.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.38% 96.61%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.73% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.10% 97.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.37% 94.45%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.19% 98.75%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.14% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.61% 100.00%

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 163006957
LOTUS LTS0046074
wikiData Q105310189