(6R,8S,9S,10S,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-6-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

Details

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Internal ID b7f15e9e-3e04-47db-b8d2-81c35a986026
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
IUPAC Name (6R,8S,9S,10S,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-6-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
SMILES (Canonical) CCC(CCC(C)C1CCC2C1(CCC3C2CC(C4=CC(=O)CCC34C)O)C)C(C)C
SMILES (Isomeric) CC[C@H](CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C[C@H](C4=CC(=O)CC[C@@]34C)O)C)C(C)C
InChI InChI=1S/C29H48O2/c1-7-20(18(2)3)9-8-19(4)23-10-11-24-22-17-27(31)26-16-21(30)12-14-29(26,6)25(22)13-15-28(23,24)5/h16,18-20,22-25,27,31H,7-15,17H2,1-6H3/t19-,20-,22+,23-,24+,25+,27-,28-,29+/m1/s1
InChI Key IWNCBADONFSAAW-LLTLHDIDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H48O2
Molecular Weight 428.70 g/mol
Exact Mass 428.365430770 g/mol
Topological Polar Surface Area (TPSA) 37.30 Ų
XlogP 8.00
Atomic LogP (AlogP) 7.20
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (6R,8S,9S,10S,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-6-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.5000 50.00%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.5908 59.08%
OATP2B1 inhibitior - 0.5900 59.00%
OATP1B1 inhibitior + 0.8746 87.46%
OATP1B3 inhibitior + 0.9904 99.04%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior + 0.7844 78.44%
P-glycoprotein inhibitior - 0.4441 44.41%
P-glycoprotein substrate - 0.5351 53.51%
CYP3A4 substrate + 0.7452 74.52%
CYP2C9 substrate - 0.7411 74.11%
CYP2D6 substrate - 0.8673 86.73%
CYP3A4 inhibition - 0.8311 83.11%
CYP2C9 inhibition - 0.9162 91.62%
CYP2C19 inhibition - 0.7765 77.65%
CYP2D6 inhibition - 0.9247 92.47%
CYP1A2 inhibition - 0.9123 91.23%
CYP2C8 inhibition - 0.6507 65.07%
CYP inhibitory promiscuity - 0.5676 56.76%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5763 57.63%
Eye corrosion - 0.9936 99.36%
Eye irritation - 0.9662 96.62%
Skin irritation + 0.6669 66.69%
Skin corrosion - 0.9631 96.31%
Ames mutagenesis - 0.8300 83.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6552 65.52%
Micronuclear - 0.9600 96.00%
Hepatotoxicity + 0.5166 51.66%
skin sensitisation + 0.5078 50.78%
Respiratory toxicity + 0.9333 93.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.9269 92.69%
Acute Oral Toxicity (c) III 0.8149 81.49%
Estrogen receptor binding + 0.8422 84.22%
Androgen receptor binding + 0.8550 85.50%
Thyroid receptor binding + 0.6725 67.25%
Glucocorticoid receptor binding + 0.8323 83.23%
Aromatase binding + 0.5948 59.48%
PPAR gamma + 0.5993 59.93%
Honey bee toxicity - 0.7766 77.66%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9918 99.18%

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 97.52% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.72% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.18% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.67% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.95% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 93.43% 100.00%
CHEMBL1871 P10275 Androgen Receptor 92.55% 96.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.26% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.27% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.13% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.96% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 88.42% 90.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.95% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.06% 86.33%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.20% 93.99%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 81.31% 94.78%
CHEMBL4208 P20618 Proteasome component C5 80.16% 90.00%

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.
Diplospora dubia
Jatropha integerrima
Scutellaria strigillosa

Cross-Links

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PubChem 154496064
LOTUS LTS0016256
wikiData Q105121747