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(3R,6S)-3-methyl-6-[(1S)-1-[(3R,5R,7R,10S,11R,13R,14R,17R)-3,7,11-trihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]oxan-2-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 6fcb6170-2234-4d2e-993d-6b0064fe3062
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (3R,6S)-3-methyl-6-[(1S)-1-[(3R,5R,7R,10S,11R,13R,14R,17R)-3,7,11-trihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]oxan-2-one
SMILES (Canonical) CC1CCC(OC1=O)C(C)C2CCC3(C2(CC(C4=C3C(CC5C4(CCC(C5(C)C)O)C)O)O)C)C
SMILES (Isomeric) C[C@@H]1CC[C@H](OC1=O)[C@@H](C)[C@H]2CC[C@@]3([C@@]2(C[C@H](C4=C3[C@@H](C[C@@H]5[C@@]4(CC[C@H](C5(C)C)O)C)O)O)C)C
InChI InChI=1S/C30H48O5/c1-16-8-9-21(35-26(16)34)17(2)18-10-13-29(6)25-19(31)14-22-27(3,4)23(33)11-12-28(22,5)24(25)20(32)15-30(18,29)7/h16-23,31-33H,8-15H2,1-7H3/t16-,17+,18-,19-,20-,21+,22+,23-,28+,29+,30-/m1/s1
InChI Key PEAAMCWSPSVCKA-FEBGBXTESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O5
Molecular Weight 488.70 g/mol
Exact Mass 488.35017463 g/mol
Topological Polar Surface Area (TPSA) 87.00 Ų
XlogP 4.80
Atomic LogP (AlogP) 5.02
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,6S)-3-methyl-6-[(1S)-1-[(3R,5R,7R,10S,11R,13R,14R,17R)-3,7,11-trihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]oxan-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9887 98.87%
Caco-2 - 0.5468 54.68%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8179 81.79%
OATP2B1 inhibitior - 0.5724 57.24%
OATP1B1 inhibitior + 0.8816 88.16%
OATP1B3 inhibitior + 0.8999 89.99%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5571 55.71%
BSEP inhibitior + 0.8345 83.45%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.5551 55.51%
CYP3A4 substrate + 0.6711 67.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8395 83.95%
CYP3A4 inhibition - 0.7820 78.20%
CYP2C9 inhibition - 0.9299 92.99%
CYP2C19 inhibition - 0.9433 94.33%
CYP2D6 inhibition - 0.9443 94.43%
CYP1A2 inhibition - 0.8164 81.64%
CYP2C8 inhibition - 0.6705 67.05%
CYP inhibitory promiscuity - 0.9254 92.54%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6397 63.97%
Eye corrosion - 0.9941 99.41%
Eye irritation - 0.9287 92.87%
Skin irritation + 0.6420 64.20%
Skin corrosion - 0.9361 93.61%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4139 41.39%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.6791 67.91%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.5577 55.77%
Acute Oral Toxicity (c) III 0.6425 64.25%
Estrogen receptor binding + 0.6545 65.45%
Androgen receptor binding + 0.7812 78.12%
Thyroid receptor binding + 0.5780 57.80%
Glucocorticoid receptor binding + 0.8063 80.63%
Aromatase binding + 0.7305 73.05%
PPAR gamma + 0.6168 61.68%
Honey bee toxicity - 0.7162 71.62%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9875 98.75%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.99% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.59% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.47% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.90% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.82% 100.00%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 88.99% 92.78%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.67% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.15% 95.56%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 84.20% 88.84%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.08% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.93% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.85% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.20% 82.69%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.97% 96.77%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 81.57% 86.00%
CHEMBL4444 P04070 Vitamin K-dependent protein C 81.42% 93.89%
CHEMBL340 P08684 Cytochrome P450 3A4 81.27% 91.19%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 81.25% 94.78%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.87% 97.14%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.30% 96.38%

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.
Artabotrys hexapetalus

Cross-Links

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PubChem 163008375
LOTUS LTS0129831
wikiData Q105206837