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(3R,8R,9R,10S,13S,14R,17S)-10,13-dimethyl-17-[(1R)-1-[(1R,2R)-2-methyl-2-(3-methylbutan-2-yl)cyclopropyl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

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 51b44b0f-1d0f-4f1e-a0cb-117264f6c343
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Gorgostanes and derivatives
IUPAC Name (3R,8R,9R,10S,13S,14R,17S)-10,13-dimethyl-17-[(1R)-1-[(1R,2R)-2-methyl-2-(3-methylbutan-2-yl)cyclopropyl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
SMILES (Canonical) CC(C)C(C)C1(CC1C(C)C2CCC3C2(CCC4C3CC=C5C4(CCC(C5)O)C)C)C
SMILES (Isomeric) C[C@H]([C@@H]1CC[C@H]2[C@]1(CC[C@@H]3[C@@H]2CC=C4[C@]3(CC[C@H](C4)O)C)C)[C@H]5C[C@]5(C)C(C)C(C)C
InChI InChI=1S/C30H50O/c1-18(2)20(4)30(7)17-27(30)19(3)24-10-11-25-23-9-8-21-16-22(31)12-14-28(21,5)26(23)13-15-29(24,25)6/h8,18-20,22-27,31H,9-17H2,1-7H3/t19-,20?,22-,23-,24+,25-,26-,27-,28-,29+,30-/m1/s1
InChI Key YRPMZHRSQIFCLR-HADHOPQFSA-N
Popularity 10 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50O
Molecular Weight 426.70 g/mol
Exact Mass 426.386166214 g/mol
Topological Polar Surface Area (TPSA) 20.20 Ų
XlogP 8.90
Atomic LogP (AlogP) 7.88
H-Bond Acceptor 1
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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Gorgost-5-en-3-ol, (3.beta.)-
Pregn-5-en-3.beta.-ol, 20.alpha.-[(1R,2R)-2-(1R)-1,2-dimethylpropyl)-2-methylcyclopropyl]-

2D Structure

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2D Structure of (3R,8R,9R,10S,13S,14R,17S)-10,13-dimethyl-17-[(1R)-1-[(1R,2R)-2-methyl-2-(3-methylbutan-2-yl)cyclopropyl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

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 + 0.5550 55.50%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.4877 48.77%
OATP2B1 inhibitior - 0.7262 72.62%
OATP1B1 inhibitior + 0.9374 93.74%
OATP1B3 inhibitior + 0.9509 95.09%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.7338 73.38%
P-glycoprotein inhibitior - 0.5331 53.31%
P-glycoprotein substrate + 0.7179 71.79%
CYP3A4 substrate + 0.7127 71.27%
CYP2C9 substrate - 0.6499 64.99%
CYP2D6 substrate - 0.6843 68.43%
CYP3A4 inhibition - 0.8848 88.48%
CYP2C9 inhibition - 0.8564 85.64%
CYP2C19 inhibition - 0.8587 85.87%
CYP2D6 inhibition - 0.9427 94.27%
CYP1A2 inhibition - 0.8636 86.36%
CYP2C8 inhibition + 0.5340 53.40%
CYP inhibitory promiscuity - 0.7606 76.06%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5255 52.55%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9482 94.82%
Skin irritation + 0.6272 62.72%
Skin corrosion - 0.9529 95.29%
Ames mutagenesis - 0.8344 83.44%
Human Ether-a-go-go-Related Gene inhibition + 0.6541 65.41%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.6577 65.77%
skin sensitisation + 0.6159 61.59%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8404 84.04%
Acute Oral Toxicity (c) I 0.4646 46.46%
Estrogen receptor binding + 0.7976 79.76%
Androgen receptor binding + 0.7696 76.96%
Thyroid receptor binding + 0.6265 62.65%
Glucocorticoid receptor binding + 0.7427 74.27%
Aromatase binding - 0.5109 51.09%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.7509 75.09%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9865 98.65%

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 97.44% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.19% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 93.68% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.03% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.50% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 92.26% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.93% 100.00%
CHEMBL2581 P07339 Cathepsin D 90.59% 98.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.61% 93.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.27% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.70% 82.69%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 86.53% 89.05%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.66% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.31% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.09% 95.89%
CHEMBL3492 P49721 Proteasome Macropain subunit 82.40% 90.24%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.38% 100.00%
CHEMBL1871 P10275 Androgen Receptor 82.08% 96.43%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.82% 95.56%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.58% 95.00%

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.
Melia azedarach

Cross-Links

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PubChem 101306741
NPASS NPC65765
LOTUS LTS0090804
wikiData Q104253168