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(3S,3aR,5aS,9aS,9bR)-3-[(5S)-5-hydroxy-5-[(2S,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pent-1-en-2-yl]-3a,6,6,9a-tetramethyl-2,3,4,5,5a,8,9,9b-octahydro-1H-cyclopenta[a]naphthalen-7-one

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 0161f4d6-3dc6-4249-bad2-2f928eb44ca1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,3aR,5aS,9aS,9bR)-3-[(5S)-5-hydroxy-5-[(2S,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pent-1-en-2-yl]-3a,6,6,9a-tetramethyl-2,3,4,5,5a,8,9,9b-octahydro-1H-cyclopenta[a]naphthalen-7-one
SMILES (Canonical) CC1(C2CCC3(C(CCC3C2(CCC1=O)C)C(=C)CCC(C4(CCC(O4)C(C)(C)O)C)O)C)C
SMILES (Isomeric) C[C@]12CC[C@H]3[C@]([C@@H]1CC[C@H]2C(=C)CC[C@@H]([C@@]4(CC[C@H](O4)C(C)(C)O)C)O)(CCC(=O)C3(C)C)C
InChI InChI=1S/C30H50O4/c1-19(9-12-24(32)30(8)18-15-25(34-30)27(4,5)33)20-10-11-22-28(20,6)16-13-21-26(2,3)23(31)14-17-29(21,22)7/h20-22,24-25,32-33H,1,9-18H2,2-8H3/t20-,21+,22+,24-,25-,28+,29+,30-/m0/s1
InChI Key SBYBESQWVAOXTK-AYIQWRIQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50O4
Molecular Weight 474.70 g/mol
Exact Mass 474.37091007 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 6.20
Atomic LogP (AlogP) 6.23
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,3aR,5aS,9aS,9bR)-3-[(5S)-5-hydroxy-5-[(2S,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pent-1-en-2-yl]-3a,6,6,9a-tetramethyl-2,3,4,5,5a,8,9,9b-octahydro-1H-cyclopenta[a]naphthalen-7-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9927 99.27%
Caco-2 - 0.6115 61.15%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.7190 71.90%
OATP2B1 inhibitior - 0.5744 57.44%
OATP1B1 inhibitior + 0.8812 88.12%
OATP1B3 inhibitior + 0.9021 90.21%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.6123 61.23%
P-glycoprotein inhibitior - 0.4711 47.11%
P-glycoprotein substrate - 0.5988 59.88%
CYP3A4 substrate + 0.6852 68.52%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8031 80.31%
CYP3A4 inhibition + 0.5510 55.10%
CYP2C9 inhibition - 0.8306 83.06%
CYP2C19 inhibition - 0.7399 73.99%
CYP2D6 inhibition - 0.9296 92.96%
CYP1A2 inhibition - 0.8224 82.24%
CYP2C8 inhibition - 0.6461 64.61%
CYP inhibitory promiscuity - 0.7363 73.63%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6249 62.49%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9208 92.08%
Skin irritation + 0.6054 60.54%
Skin corrosion - 0.9295 92.95%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4031 40.31%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.7226 72.26%
skin sensitisation - 0.7216 72.16%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7446 74.46%
Acute Oral Toxicity (c) III 0.5817 58.17%
Estrogen receptor binding + 0.6768 67.68%
Androgen receptor binding + 0.6621 66.21%
Thyroid receptor binding + 0.6224 62.24%
Glucocorticoid receptor binding + 0.8000 80.00%
Aromatase binding + 0.6497 64.97%
PPAR gamma + 0.5925 59.25%
Honey bee toxicity - 0.7700 77.00%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9932 99.32%

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
CHEMBL4040 P28482 MAP kinase ERK2 97.54% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.39% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.15% 97.25%
CHEMBL2581 P07339 Cathepsin D 95.86% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.44% 97.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.86% 93.04%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.11% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 85.74% 94.75%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.60% 82.69%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.18% 97.33%
CHEMBL4581 P52732 Kinesin-like protein 1 83.95% 93.18%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.61% 90.08%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.53% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.30% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.66% 92.62%
CHEMBL230 P35354 Cyclooxygenase-2 81.37% 89.63%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.13% 95.56%
CHEMBL4105786 P41182 B-cell lymphoma 6 protein 80.92% 92.86%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.30% 96.61%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.12% 99.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.05% 93.56%

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.
Caloncoba echinata

Cross-Links

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PubChem 162904638
LOTUS LTS0017448
wikiData Q105249780