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(1S,3S,5R,6R,8R,11S,12S,15R,16R)-15-[(E,2R)-7-hydroxy-6-methylhept-5-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-5,6-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 6af5f67c-655e-484f-8914-0aa5a1afbd1d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name (1S,3S,5R,6R,8R,11S,12S,15R,16R)-15-[(E,2R)-7-hydroxy-6-methylhept-5-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-5,6-diol
SMILES (Canonical) CC(CCC=C(C)CO)C1CCC2(C1(CCC34C2CCC5C3(C4)CC(C(C5(C)C)O)O)C)C
SMILES (Isomeric) C[C@H](CC/C=C(\C)/CO)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)C[C@H]([C@@H](C5(C)C)O)O)C)C
InChI InChI=1S/C30H50O3/c1-19(17-31)8-7-9-20(2)21-12-13-28(6)24-11-10-23-26(3,4)25(33)22(32)16-30(23)18-29(24,30)15-14-27(21,28)5/h8,20-25,31-33H,7,9-18H2,1-6H3/b19-8+/t20-,21-,22-,23+,24+,25+,27-,28+,29+,30-/m1/s1
InChI Key UXFZXFBUDXMMSF-ONWREHNVSA-N
Popularity 0 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 7.60
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 (1S,3S,5R,6R,8R,11S,12S,15R,16R)-15-[(E,2R)-7-hydroxy-6-methylhept-5-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-5,6-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9909 99.09%
Caco-2 - 0.5766 57.66%
Blood Brain Barrier + 0.7385 73.85%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6481 64.81%
OATP2B1 inhibitior - 0.5710 57.10%
OATP1B1 inhibitior + 0.8622 86.22%
OATP1B3 inhibitior + 0.9648 96.48%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6833 68.33%
BSEP inhibitior + 0.8659 86.59%
P-glycoprotein inhibitior - 0.6309 63.09%
P-glycoprotein substrate - 0.5679 56.79%
CYP3A4 substrate + 0.6499 64.99%
CYP2C9 substrate - 0.6150 61.50%
CYP2D6 substrate - 0.7411 74.11%
CYP3A4 inhibition - 0.8085 80.85%
CYP2C9 inhibition - 0.6634 66.34%
CYP2C19 inhibition - 0.8486 84.86%
CYP2D6 inhibition - 0.9324 93.24%
CYP1A2 inhibition - 0.8648 86.48%
CYP2C8 inhibition - 0.7215 72.15%
CYP inhibitory promiscuity - 0.8011 80.11%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6924 69.24%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9506 95.06%
Skin irritation - 0.6031 60.31%
Skin corrosion - 0.9517 95.17%
Ames mutagenesis - 0.6878 68.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7287 72.87%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7374 73.74%
skin sensitisation - 0.7513 75.13%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.6479 64.79%
Acute Oral Toxicity (c) III 0.6266 62.66%
Estrogen receptor binding + 0.7534 75.34%
Androgen receptor binding + 0.7420 74.20%
Thyroid receptor binding + 0.6296 62.96%
Glucocorticoid receptor binding + 0.7836 78.36%
Aromatase binding + 0.8030 80.30%
PPAR gamma + 0.5959 59.59%
Honey bee toxicity - 0.8113 81.13%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9749 97.49%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.02% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.52% 97.25%
CHEMBL2581 P07339 Cathepsin D 93.94% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.84% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.00% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.78% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.37% 100.00%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 86.84% 94.78%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.63% 94.45%
CHEMBL325 Q13547 Histone deacetylase 1 86.22% 95.92%
CHEMBL1937 Q92769 Histone deacetylase 2 85.97% 94.75%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.87% 96.61%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.72% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.04% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.61% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.25% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 84.05% 97.79%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 83.94% 95.58%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.60% 93.00%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 82.97% 96.03%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.42% 93.56%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.09% 92.86%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.75% 90.08%
CHEMBL237 P41145 Kappa opioid receptor 81.31% 98.10%

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.
Genipa spruceana

Cross-Links

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PubChem 101238460
LOTUS LTS0150533
wikiData Q105280762