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(1S,3S,4S,6S,7S,8R,11S,12S,15R,16R)-15-[(1R)-1-[(2R,4S,5S)-4,5-dihydroxy-4-propan-2-yloxolan-2-yl]ethyl]-4,6-dihydroxy-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 b801017b-e818-438f-8b67-fc2896c04b69
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name (1S,3S,4S,6S,7S,8R,11S,12S,15R,16R)-15-[(1R)-1-[(2R,4S,5S)-4,5-dihydroxy-4-propan-2-yloxolan-2-yl]ethyl]-4,6-dihydroxy-7,12,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C31H50O7/c1-16(2)31(37)14-19(38-25(31)36)17(3)18-9-10-27(5)20-7-8-21-28(6,24(34)35)22(32)13-23(33)30(21)15-29(20,30)12-11-26(18,27)4/h16-23,25,32-33,36-37H,7-15H2,1-6H3,(H,34,35)/t17-,18-,19-,20+,21+,22+,23+,25+,26-,27+,28+,29+,30-,31+/m1/s1
InChI Key LJGQDTOIMKCBDQ-ALOAWGQESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C31H50O7
Molecular Weight 534.70 g/mol
Exact Mass 534.35565393 g/mol
Topological Polar Surface Area (TPSA) 127.00 Ų
XlogP 5.40
Atomic LogP (AlogP) 3.95
H-Bond Acceptor 6
H-Bond Donor 5
Rotatable Bonds 4

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,15R,16R)-15-[(1R)-1-[(2R,4S,5S)-4,5-dihydroxy-4-propan-2-yloxolan-2-yl]ethyl]-4,6-dihydroxy-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 + 0.9190 91.90%
Caco-2 - 0.7232 72.32%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6345 63.45%
OATP2B1 inhibitior - 0.5705 57.05%
OATP1B1 inhibitior + 0.8858 88.58%
OATP1B3 inhibitior + 0.9310 93.10%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7321 73.21%
BSEP inhibitior - 0.7807 78.07%
P-glycoprotein inhibitior - 0.4761 47.61%
P-glycoprotein substrate + 0.5079 50.79%
CYP3A4 substrate + 0.6877 68.77%
CYP2C9 substrate - 0.8120 81.20%
CYP2D6 substrate - 0.8616 86.16%
CYP3A4 inhibition - 0.5790 57.90%
CYP2C9 inhibition - 0.7442 74.42%
CYP2C19 inhibition - 0.7402 74.02%
CYP2D6 inhibition - 0.9517 95.17%
CYP1A2 inhibition - 0.7336 73.36%
CYP2C8 inhibition + 0.4736 47.36%
CYP inhibitory promiscuity - 0.9662 96.62%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6264 62.64%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9206 92.06%
Skin irritation - 0.5267 52.67%
Skin corrosion - 0.8900 89.00%
Ames mutagenesis - 0.6328 63.28%
Human Ether-a-go-go-Related Gene inhibition - 0.3830 38.30%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6790 67.90%
skin sensitisation - 0.8318 83.18%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.5805 58.05%
Acute Oral Toxicity (c) III 0.4080 40.80%
Estrogen receptor binding + 0.6866 68.66%
Androgen receptor binding + 0.7520 75.20%
Thyroid receptor binding + 0.5451 54.51%
Glucocorticoid receptor binding + 0.6688 66.88%
Aromatase binding + 0.6920 69.20%
PPAR gamma + 0.5807 58.07%
Honey bee toxicity - 0.8445 84.45%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9700 97.00%

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 96.87% 96.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.42% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.81% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 93.14% 90.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.85% 96.95%
CHEMBL340 P08684 Cytochrome P450 3A4 88.93% 91.19%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.71% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.38% 96.61%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.88% 93.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.56% 96.77%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 86.75% 95.17%
CHEMBL2179 P04062 Beta-glucocerebrosidase 84.93% 85.31%
CHEMBL284 P27487 Dipeptidyl peptidase IV 84.17% 95.69%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.15% 93.04%
CHEMBL4302 P08183 P-glycoprotein 1 84.09% 92.98%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.62% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.02% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 82.82% 91.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.65% 97.14%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 82.42% 99.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.15% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.06% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.69% 96.47%

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 163014804
LOTUS LTS0168645
wikiData Q105152565