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(3S,5S,8R,9R,10S,12R,13S,14R,17S)-17-[(2S)-2-hydroxy-6-methyl-5-methylideneheptan-2-yl]-8,10,14-trimethyl-1,2,3,4,5,6,7,9,11,12,13,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,12-diol

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 1963ee8b-f51b-4985-a453-0b2c64afa0e6
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 3-hydroxysteroids > 3-beta-hydroxysteroids
IUPAC Name (3S,5S,8R,9R,10S,12R,13S,14R,17S)-17-[(2S)-2-hydroxy-6-methyl-5-methylideneheptan-2-yl]-8,10,14-trimethyl-1,2,3,4,5,6,7,9,11,12,13,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,12-diol
SMILES (Canonical) CC(C)C(=C)CCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4)O)C)C)O)C)O
SMILES (Isomeric) CC(C)C(=C)CC[C@@](C)([C@H]1CC[C@@]2([C@H]1[C@@H](C[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4)O)C)C)O)C)O
InChI InChI=1S/C29H50O3/c1-18(2)19(3)8-15-29(7,32)22-11-14-28(6)25(22)23(31)17-24-26(4)12-10-21(30)16-20(26)9-13-27(24,28)5/h18,20-25,30-32H,3,8-17H2,1-2,4-7H3/t20-,21-,22-,23+,24+,25+,26-,27+,28+,29-/m0/s1
InChI Key RHRAEKUDRLUMRY-FPANLOEQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H50O3
Molecular Weight 446.70 g/mol
Exact Mass 446.37599545 g/mol
Topological Polar Surface Area (TPSA) 60.70 Ų
XlogP 6.90
Atomic LogP (AlogP) 6.11
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,5S,8R,9R,10S,12R,13S,14R,17S)-17-[(2S)-2-hydroxy-6-methyl-5-methylideneheptan-2-yl]-8,10,14-trimethyl-1,2,3,4,5,6,7,9,11,12,13,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,12-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9964 99.64%
Caco-2 - 0.5913 59.13%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.5551 55.51%
OATP2B1 inhibitior - 0.5740 57.40%
OATP1B1 inhibitior + 0.8086 80.86%
OATP1B3 inhibitior + 0.8754 87.54%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.4536 45.36%
P-glycoprotein inhibitior - 0.6301 63.01%
P-glycoprotein substrate - 0.6308 63.08%
CYP3A4 substrate + 0.6628 66.28%
CYP2C9 substrate - 0.5811 58.11%
CYP2D6 substrate - 0.7340 73.40%
CYP3A4 inhibition - 0.7308 73.08%
CYP2C9 inhibition - 0.9157 91.57%
CYP2C19 inhibition - 0.8603 86.03%
CYP2D6 inhibition - 0.9534 95.34%
CYP1A2 inhibition - 0.9402 94.02%
CYP2C8 inhibition - 0.6418 64.18%
CYP inhibitory promiscuity - 0.6170 61.70%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6612 66.12%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.9135 91.35%
Skin irritation + 0.5396 53.96%
Skin corrosion - 0.9513 95.13%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4185 41.85%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.6913 69.13%
skin sensitisation + 0.5000 50.00%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.6565 65.65%
Acute Oral Toxicity (c) I 0.7152 71.52%
Estrogen receptor binding + 0.7198 71.98%
Androgen receptor binding + 0.7318 73.18%
Thyroid receptor binding + 0.6184 61.84%
Glucocorticoid receptor binding + 0.7639 76.39%
Aromatase binding + 0.7119 71.19%
PPAR gamma + 0.5794 57.94%
Honey bee toxicity - 0.6400 64.00%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9952 99.52%

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 99.40% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.71% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 96.33% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.17% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.95% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 92.38% 97.79%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.44% 96.61%
CHEMBL2581 P07339 Cathepsin D 89.93% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.34% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.61% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.02% 100.00%
CHEMBL206 P03372 Estrogen receptor alpha 84.53% 97.64%
CHEMBL2179 P04062 Beta-glucocerebrosidase 84.29% 85.31%
CHEMBL4662 P28074 Proteasome Macropain subunit MB1 84.08% 93.85%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.98% 94.45%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.91% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.10% 97.14%
CHEMBL226 P30542 Adenosine A1 receptor 82.90% 95.93%
CHEMBL221 P23219 Cyclooxygenase-1 82.81% 90.17%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.16% 89.05%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 81.69% 92.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.56% 95.89%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.49% 92.88%

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.
Alnus serrulatoides

Cross-Links

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PubChem 163083668
LOTUS LTS0063960
wikiData Q105236587