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(1S,3S,4S,6S,7S,8R,11S,12S,14R,15R,16R)-4,6,14-trihydroxy-15-[(2R,5S)-5-hydroxy-5-(hydroxymethyl)-6-methylheptan-2-yl]-7,12,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-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 08affc06-8ffe-48e0-99ec-344a37d55dcf
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name (1S,3S,4S,6S,7S,8R,11S,12S,14R,15R,16R)-4,6,14-trihydroxy-15-[(2R,5S)-5-hydroxy-5-(hydroxymethyl)-6-methylheptan-2-yl]-7,12,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C31H52O7/c1-17(2)30(38,16-32)10-9-18(3)24-19(33)14-27(5)20-7-8-21-28(6,25(36)37)22(34)13-23(35)31(21)15-29(20,31)12-11-26(24,27)4/h17-24,32-35,38H,7-16H2,1-6H3,(H,36,37)/t18-,19-,20+,21+,22+,23+,24+,26-,27+,28+,29+,30-,31-/m1/s1
InChI Key CPHVNLRAJPTYSD-KLFWALRXSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C31H52O7
Molecular Weight 536.70 g/mol
Exact Mass 536.37130399 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 3.59
H-Bond Acceptor 6
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,3S,4S,6S,7S,8R,11S,12S,14R,15R,16R)-4,6,14-trihydroxy-15-[(2R,5S)-5-hydroxy-5-(hydroxymethyl)-6-methylheptan-2-yl]-7,12,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-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 + 0.9295 92.95%
Caco-2 - 0.7343 73.43%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7358 73.58%
OATP2B1 inhibitior - 0.5677 56.77%
OATP1B1 inhibitior + 0.8652 86.52%
OATP1B3 inhibitior + 0.8896 88.96%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8423 84.23%
BSEP inhibitior - 0.6494 64.94%
P-glycoprotein inhibitior - 0.5268 52.68%
P-glycoprotein substrate + 0.6096 60.96%
CYP3A4 substrate + 0.6794 67.94%
CYP2C9 substrate - 0.8133 81.33%
CYP2D6 substrate - 0.8568 85.68%
CYP3A4 inhibition - 0.8778 87.78%
CYP2C9 inhibition - 0.6312 63.12%
CYP2C19 inhibition - 0.8512 85.12%
CYP2D6 inhibition - 0.9598 95.98%
CYP1A2 inhibition - 0.8128 81.28%
CYP2C8 inhibition - 0.5589 55.89%
CYP inhibitory promiscuity - 0.9640 96.40%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7450 74.50%
Eye corrosion - 0.9927 99.27%
Eye irritation - 0.9257 92.57%
Skin irritation - 0.5712 57.12%
Skin corrosion - 0.9501 95.01%
Ames mutagenesis - 0.6415 64.15%
Human Ether-a-go-go-Related Gene inhibition + 0.6865 68.65%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.6763 67.63%
skin sensitisation - 0.8738 87.38%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.7431 74.31%
Acute Oral Toxicity (c) III 0.5571 55.71%
Estrogen receptor binding + 0.6767 67.67%
Androgen receptor binding + 0.7630 76.30%
Thyroid receptor binding + 0.5969 59.69%
Glucocorticoid receptor binding + 0.7021 70.21%
Aromatase binding + 0.6985 69.85%
PPAR gamma + 0.5491 54.91%
Honey bee toxicity - 0.8140 81.40%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9639 96.39%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.05% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.67% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.10% 97.09%
CHEMBL236 P41143 Delta opioid receptor 93.94% 99.35%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 93.12% 87.16%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 92.65% 96.95%
CHEMBL2179 P04062 Beta-glucocerebrosidase 91.49% 85.31%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.75% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.77% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 87.91% 91.19%
CHEMBL4482 O96013 Serine/threonine-protein kinase PAK 4 87.78% 95.42%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.54% 85.14%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.40% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.42% 98.75%
CHEMBL2581 P07339 Cathepsin D 85.31% 98.95%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.83% 96.38%
CHEMBL3837 P07711 Cathepsin L 84.76% 96.61%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.69% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 84.63% 98.10%
CHEMBL299 P17252 Protein kinase C alpha 84.28% 98.03%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.94% 93.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 82.22% 97.29%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 81.80% 91.11%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.80% 93.56%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.08% 96.47%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.94% 95.71%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.74% 89.34%
CHEMBL220 P22303 Acetylcholinesterase 80.66% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.59% 100.00%
CHEMBL2094135 Q96BI3 Gamma-secretase 80.57% 98.05%
CHEMBL226 P30542 Adenosine A1 receptor 80.12% 95.93%

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.
Passiflora edulis

Cross-Links

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PubChem 21609740
LOTUS LTS0019555
wikiData Q104967555