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(3S,7S,8R,9S,10S,13R,14S,17R)-17-[(E,2R)-6-hydroxy-6-methylhept-4-en-2-yl]-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-3,7-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 49cac0e4-9ac9-43ca-a86e-c7352737ad2e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cucurbitacins
IUPAC Name (3S,7S,8R,9S,10S,13R,14S,17R)-17-[(E,2R)-6-hydroxy-6-methylhept-4-en-2-yl]-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-3,7-diol
SMILES (Canonical) CC(CC=CC(C)(C)O)C1CCC2(C1(CCC3(C2C(C=C4C3CCC(C4(C)C)O)O)C)C)C
SMILES (Isomeric) C[C@H](C/C=C/C(C)(C)O)[C@H]1CC[C@@]2([C@@]1(CC[C@@]3([C@H]2[C@H](C=C4[C@H]3CC[C@@H](C4(C)C)O)O)C)C)C
InChI InChI=1S/C30H50O3/c1-19(10-9-14-26(2,3)33)20-13-15-30(8)25-23(31)18-22-21(11-12-24(32)27(22,4)5)28(25,6)16-17-29(20,30)7/h9,14,18-21,23-25,31-33H,10-13,15-17H2,1-8H3/b14-9+/t19-,20-,21-,23+,24+,25-,28+,29-,30+/m1/s1
InChI Key FDINJVUVNVFMKX-NGPVLLJVSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50O3
Molecular Weight 458.70 g/mol
Exact Mass 458.37599545 g/mol
Topological Polar Surface Area (TPSA) 60.70 Ų
XlogP 6.30
Atomic LogP (AlogP) 6.28
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,7S,8R,9S,10S,13R,14S,17R)-17-[(E,2R)-6-hydroxy-6-methylhept-4-en-2-yl]-4,4,9,13,14-pentamethyl-2,3,7,8,10,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-3,7-diol

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 - 0.5867 58.67%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6701 67.01%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8146 81.46%
OATP1B3 inhibitior + 0.9762 97.62%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.7821 78.21%
P-glycoprotein inhibitior - 0.5515 55.15%
P-glycoprotein substrate - 0.5157 51.57%
CYP3A4 substrate + 0.6563 65.63%
CYP2C9 substrate - 0.7657 76.57%
CYP2D6 substrate - 0.7563 75.63%
CYP3A4 inhibition - 0.8138 81.38%
CYP2C9 inhibition - 0.9233 92.33%
CYP2C19 inhibition - 0.8846 88.46%
CYP2D6 inhibition - 0.9497 94.97%
CYP1A2 inhibition - 0.9402 94.02%
CYP2C8 inhibition - 0.6121 61.21%
CYP inhibitory promiscuity - 0.5789 57.89%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6202 62.02%
Eye corrosion - 0.9944 99.44%
Eye irritation - 0.9543 95.43%
Skin irritation + 0.5670 56.70%
Skin corrosion - 0.9576 95.76%
Ames mutagenesis - 0.6691 66.91%
Human Ether-a-go-go-Related Gene inhibition + 0.7962 79.62%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.5491 54.91%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.8525 85.25%
Acute Oral Toxicity (c) III 0.5506 55.06%
Estrogen receptor binding + 0.8488 84.88%
Androgen receptor binding + 0.7088 70.88%
Thyroid receptor binding + 0.6979 69.79%
Glucocorticoid receptor binding + 0.7556 75.56%
Aromatase binding + 0.6921 69.21%
PPAR gamma + 0.5868 58.68%
Honey bee toxicity - 0.8328 83.28%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9911 99.11%

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 97.55% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.50% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.33% 91.11%
CHEMBL1977 P11473 Vitamin D receptor 92.93% 99.43%
CHEMBL2581 P07339 Cathepsin D 90.87% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.37% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.05% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.37% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.35% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.25% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 85.98% 83.82%
CHEMBL2996 Q05655 Protein kinase C delta 84.98% 97.79%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.40% 93.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.86% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.80% 91.03%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.79% 93.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.35% 91.07%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 81.29% 100.00%
CHEMBL5028 O14672 ADAM10 81.28% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.94% 86.33%
CHEMBL2885 P07451 Carbonic anhydrase III 80.93% 87.45%

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.
Momordica balsamina

Cross-Links

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PubChem 25016665
LOTUS LTS0022740
wikiData Q104993601