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(1R,3aS,5aR,5bR,7aR,9R,11aR,11bR,13aR,13bR)-1-but-1-en-2-yl-5a,5b,8,8,11a-pentamethyl-9-sulfooxy-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid

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 c5732567-fae5-4706-bdf1-15e1024671bb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,3aS,5aR,5bR,7aR,9R,11aR,11bR,13aR,13bR)-1-but-1-en-2-yl-5a,5b,8,8,11a-pentamethyl-9-sulfooxy-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
SMILES (Canonical) CCC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OS(=O)(=O)O)C)C(=O)O
SMILES (Isomeric) CCC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)OS(=O)(=O)O)C)C(=O)O
InChI InChI=1S/C31H50O6S/c1-8-19(2)20-11-16-31(26(32)33)18-17-29(6)21(25(20)31)9-10-23-28(5)14-13-24(37-38(34,35)36)27(3,4)22(28)12-15-30(23,29)7/h20-25H,2,8-18H2,1,3-7H3,(H,32,33)(H,34,35,36)/t20-,21+,22-,23+,24+,25+,28-,29+,30+,31-/m0/s1
InChI Key GORVQTDXHSXLKY-SLDSERKVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H50O6S
Molecular Weight 550.80 g/mol
Exact Mass 550.33281048 g/mol
Topological Polar Surface Area (TPSA) 109.00 Ų
XlogP 8.30
Atomic LogP (AlogP) 7.31
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3aS,5aR,5bR,7aR,9R,11aR,11bR,13aR,13bR)-1-but-1-en-2-yl-5a,5b,8,8,11a-pentamethyl-9-sulfooxy-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9749 97.49%
Caco-2 - 0.7657 76.57%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.4720 47.20%
OATP2B1 inhibitior - 0.5585 55.85%
OATP1B1 inhibitior + 0.8773 87.73%
OATP1B3 inhibitior + 0.8966 89.66%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6725 67.25%
P-glycoprotein inhibitior - 0.4604 46.04%
P-glycoprotein substrate - 0.6433 64.33%
CYP3A4 substrate + 0.6912 69.12%
CYP2C9 substrate - 0.5963 59.63%
CYP2D6 substrate - 0.8708 87.08%
CYP3A4 inhibition - 0.8480 84.80%
CYP2C9 inhibition - 0.7666 76.66%
CYP2C19 inhibition - 0.7355 73.55%
CYP2D6 inhibition - 0.8568 85.68%
CYP1A2 inhibition - 0.7928 79.28%
CYP2C8 inhibition + 0.6649 66.49%
CYP inhibitory promiscuity - 0.6452 64.52%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) + 0.5500 55.00%
Carcinogenicity (trinary) Non-required 0.6406 64.06%
Eye corrosion - 0.9809 98.09%
Eye irritation - 0.9133 91.33%
Skin irritation - 0.7482 74.82%
Skin corrosion - 0.8705 87.05%
Ames mutagenesis - 0.6464 64.64%
Human Ether-a-go-go-Related Gene inhibition - 0.4662 46.62%
Micronuclear + 0.5700 57.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.8025 80.25%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.8392 83.92%
Acute Oral Toxicity (c) III 0.5980 59.80%
Estrogen receptor binding + 0.6922 69.22%
Androgen receptor binding + 0.7896 78.96%
Thyroid receptor binding - 0.5090 50.90%
Glucocorticoid receptor binding + 0.6729 67.29%
Aromatase binding + 0.6482 64.82%
PPAR gamma + 0.5711 57.11%
Honey bee toxicity - 0.6974 69.74%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 97.23% 96.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.22% 96.09%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 93.30% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 91.64% 91.19%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.08% 92.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.73% 94.45%
CHEMBL2581 P07339 Cathepsin D 89.72% 98.95%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.43% 93.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.39% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.33% 82.69%
CHEMBL233 P35372 Mu opioid receptor 86.19% 97.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.11% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.08% 97.25%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.63% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.22% 94.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.14% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.80% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 81.48% 92.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.38% 95.50%
CHEMBL3524 P56524 Histone deacetylase 4 80.83% 92.97%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.78% 82.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.45% 95.89%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162817484
LOTUS LTS0070276
wikiData Q105014461