(3S,10S,13R,14S,17R)-17-[(2R,5S)-5,6-dimethylhept-6-en-2-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,7,8,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol

Details

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Internal ID 9ee51765-ad7f-40ba-a873-0feb2be3197c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name (3S,10S,13R,14S,17R)-17-[(2R,5S)-5,6-dimethylhept-6-en-2-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,7,8,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
SMILES (Canonical) CC(CCC(C)C(=C)C)C1CCC2(C1(CC=C3C2CCC4C3(CCC(C4(C)C)O)C)C)C
SMILES (Isomeric) C[C@H](CC[C@H](C)C(=C)C)[C@H]1CC[C@@]2([C@@]1(CC=C3C2CCC4[C@@]3(CC[C@@H](C4(C)C)O)C)C)C
InChI InChI=1S/C31H52O/c1-20(2)21(3)10-11-22(4)23-14-18-31(9)25-12-13-26-28(5,6)27(32)16-17-29(26,7)24(25)15-19-30(23,31)8/h15,21-23,25-27,32H,1,10-14,16-19H2,2-9H3/t21-,22+,23+,25?,26?,27-,29+,30+,31-/m0/s1
InChI Key BCONSRYNVDIUFV-HEMYWYTFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H52O
Molecular Weight 440.70 g/mol
Exact Mass 440.401816278 g/mol
Topological Polar Surface Area (TPSA) 20.20 Ų
XlogP 9.80
Atomic LogP (AlogP) 8.58
H-Bond Acceptor 1
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,10S,13R,14S,17R)-17-[(2R,5S)-5,6-dimethylhept-6-en-2-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,7,8,12,15,16,17-decahydro-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 + 0.9971 99.71%
Caco-2 + 0.6386 63.86%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Lysosomes 0.4702 47.02%
OATP2B1 inhibitior - 0.7197 71.97%
OATP1B1 inhibitior + 0.8936 89.36%
OATP1B3 inhibitior + 0.8637 86.37%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.6242 62.42%
P-glycoprotein inhibitior - 0.5818 58.18%
P-glycoprotein substrate - 0.6227 62.27%
CYP3A4 substrate + 0.6156 61.56%
CYP2C9 substrate - 0.6499 64.99%
CYP2D6 substrate - 0.6843 68.43%
CYP3A4 inhibition - 0.8499 84.99%
CYP2C9 inhibition - 0.8492 84.92%
CYP2C19 inhibition - 0.7480 74.80%
CYP2D6 inhibition - 0.9460 94.60%
CYP1A2 inhibition - 0.9054 90.54%
CYP2C8 inhibition - 0.6280 62.80%
CYP inhibitory promiscuity - 0.6154 61.54%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6245 62.45%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9487 94.87%
Skin irritation + 0.5935 59.35%
Skin corrosion - 0.9398 93.98%
Ames mutagenesis - 0.8237 82.37%
Human Ether-a-go-go-Related Gene inhibition + 0.6441 64.41%
Micronuclear - 0.9600 96.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation + 0.5493 54.93%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.8133 81.33%
Acute Oral Toxicity (c) III 0.8414 84.14%
Estrogen receptor binding + 0.7354 73.54%
Androgen receptor binding + 0.7591 75.91%
Thyroid receptor binding + 0.7307 73.07%
Glucocorticoid receptor binding + 0.7950 79.50%
Aromatase binding + 0.6639 66.39%
PPAR gamma - 0.5150 51.50%
Honey bee toxicity - 0.7910 79.10%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9947 99.47%

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 97.45% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.85% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.09% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 92.72% 83.82%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.03% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.46% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 90.24% 97.79%
CHEMBL221 P23219 Cyclooxygenase-1 88.99% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.86% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.97% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.12% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.17% 95.89%
CHEMBL1977 P11473 Vitamin D receptor 81.69% 99.43%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.30% 93.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.08% 96.61%

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.
Scaphyglottis livida

Cross-Links

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PubChem 162842872
LOTUS LTS0235196
wikiData Q103813410