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[(4S,7R,8S,9S,10R,13R,14S,17R)-4-hydroxy-17-[(1S)-1-[(2R)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-10,13-dimethyl-1-oxo-4,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-7-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 cd909133-c55c-46cd-853f-a02c7385f07d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [(4S,7R,8S,9S,10R,13R,14S,17R)-4-hydroxy-17-[(1S)-1-[(2R)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-10,13-dimethyl-1-oxo-4,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-7-yl] acetate
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3C(C=C5C4(C(=O)C=CC5O)C)OC(=O)C)C)CO
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)[C@@H](C)[C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3[C@H](C=C5[C@@]4(C(=O)C=C[C@@H]5O)C)OC(=O)C)C)CO
InChI InChI=1S/C30H40O7/c1-15-12-24(37-28(35)18(15)14-31)16(2)19-6-7-20-27-21(10-11-29(19,20)4)30(5)22(13-25(27)36-17(3)32)23(33)8-9-26(30)34/h8-9,13,16,19-21,23-25,27,31,33H,6-7,10-12,14H2,1-5H3/t16-,19+,20-,21-,23-,24+,25-,27-,29+,30+/m0/s1
InChI Key ISDIDRTWSUTXKX-RZSGOVMHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H40O7
Molecular Weight 512.60 g/mol
Exact Mass 512.27740361 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.68
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(4S,7R,8S,9S,10R,13R,14S,17R)-4-hydroxy-17-[(1S)-1-[(2R)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-10,13-dimethyl-1-oxo-4,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-7-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 + 0.9516 95.16%
Caco-2 - 0.7135 71.35%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8338 83.38%
OATP2B1 inhibitior - 0.8630 86.30%
OATP1B1 inhibitior + 0.8164 81.64%
OATP1B3 inhibitior + 0.9249 92.49%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5271 52.71%
BSEP inhibitior + 0.6886 68.86%
P-glycoprotein inhibitior + 0.7228 72.28%
P-glycoprotein substrate + 0.5972 59.72%
CYP3A4 substrate + 0.7478 74.78%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9127 91.27%
CYP3A4 inhibition - 0.6247 62.47%
CYP2C9 inhibition - 0.9218 92.18%
CYP2C19 inhibition - 0.9512 95.12%
CYP2D6 inhibition - 0.9517 95.17%
CYP1A2 inhibition + 0.5232 52.32%
CYP2C8 inhibition + 0.5141 51.41%
CYP inhibitory promiscuity - 0.8121 81.21%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6216 62.16%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9576 95.76%
Skin irritation + 0.6342 63.42%
Skin corrosion - 0.9476 94.76%
Ames mutagenesis - 0.5514 55.14%
Human Ether-a-go-go-Related Gene inhibition - 0.3719 37.19%
Micronuclear - 0.7400 74.00%
Hepatotoxicity + 0.5219 52.19%
skin sensitisation - 0.9242 92.42%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.5686 56.86%
Acute Oral Toxicity (c) III 0.6359 63.59%
Estrogen receptor binding + 0.8161 81.61%
Androgen receptor binding + 0.7042 70.42%
Thyroid receptor binding + 0.5309 53.09%
Glucocorticoid receptor binding + 0.8154 81.54%
Aromatase binding + 0.6231 62.31%
PPAR gamma + 0.6102 61.02%
Honey bee toxicity - 0.7351 73.51%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6050 60.50%
Fish aquatic toxicity + 0.9820 98.20%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.13% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.80% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.25% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.49% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.56% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 91.79% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.88% 94.45%
CHEMBL5103 Q969S8 Histone deacetylase 10 87.79% 90.08%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.81% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.53% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 85.95% 90.17%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.30% 93.04%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.93% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.65% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.81% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.75% 95.89%
CHEMBL5028 O14672 ADAM10 82.46% 97.50%
CHEMBL299 P17252 Protein kinase C alpha 81.69% 98.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.65% 97.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.42% 82.69%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.73% 94.00%

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.
Iochroma gesnerioides

Cross-Links

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PubChem 162918093
LOTUS LTS0001034
wikiData Q105119428