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(1R,3S,6S,7S,8R,12R,15R,16R,18R)-6,18-Dihydroxy-7,16-dimethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-4-oxopentacyclo[9.7.0.01,3.03,8.012,16]octadec-10-ene-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 d57dbbd1-d9cd-41f8-a193-2c8cad5b6c3d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
IUPAC Name (1R,3S,6S,7S,8R,12R,15R,16R,18R)-6,18-dihydroxy-7,16-dimethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-4-oxopentacyclo[9.7.0.01,3.03,8.012,16]octadec-10-ene-7-carboxylic acid
SMILES (Canonical) CC(C)C(=C)CCC(C)C1CCC2C1(CC(C34C2=CCC5C3(C4)C(=O)CC(C5(C)C(=O)O)O)O)C
SMILES (Isomeric) C[C@H](CCC(=C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(C[C@H]([C@]34C2=CC[C@@H]5[C@]3(C4)C(=O)C[C@@H]([C@@]5(C)C(=O)O)O)O)C
InChI InChI=1S/C30H44O5/c1-16(2)17(3)7-8-18(4)19-9-10-20-21-11-12-22-28(6,26(34)35)23(31)13-24(32)30(22)15-29(21,30)25(33)14-27(19,20)5/h11,16,18-20,22-23,25,31,33H,3,7-10,12-15H2,1-2,4-6H3,(H,34,35)/t18-,19-,20+,22+,23+,25-,27-,28+,29+,30-/m1/s1
InChI Key YHBXMVZOQPOYGU-FDOZPVTESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H44O5
Molecular Weight 484.70 g/mol
Exact Mass 484.31887450 g/mol
Topological Polar Surface Area (TPSA) 94.80 Ų
XlogP 5.40
Atomic LogP (AlogP) 5.16
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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(1R,3S,6S,7S,8R,12R,15R,16R,18R)-6,18-Dihydroxy-7,16-dimethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-4-oxopentacyclo[9.7.0.01,3.03,8.012,16]octadec-10-ene-7-carboxylic acid

2D Structure

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2D Structure of (1R,3S,6S,7S,8R,12R,15R,16R,18R)-6,18-Dihydroxy-7,16-dimethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-4-oxopentacyclo[9.7.0.01,3.03,8.012,16]octadec-10-ene-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 + 0.9828 98.28%
Caco-2 - 0.5732 57.32%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7386 73.86%
OATP2B1 inhibitior - 0.5662 56.62%
OATP1B1 inhibitior + 0.8655 86.55%
OATP1B3 inhibitior - 0.3319 33.19%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7282 72.82%
BSEP inhibitior + 0.8639 86.39%
P-glycoprotein inhibitior - 0.5359 53.59%
P-glycoprotein substrate + 0.5894 58.94%
CYP3A4 substrate + 0.6675 66.75%
CYP2C9 substrate - 0.8348 83.48%
CYP2D6 substrate - 0.8457 84.57%
CYP3A4 inhibition - 0.7924 79.24%
CYP2C9 inhibition - 0.7060 70.60%
CYP2C19 inhibition - 0.8706 87.06%
CYP2D6 inhibition - 0.9527 95.27%
CYP1A2 inhibition - 0.8726 87.26%
CYP2C8 inhibition - 0.6475 64.75%
CYP inhibitory promiscuity - 0.8779 87.79%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6989 69.89%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9302 93.02%
Skin irritation + 0.5702 57.02%
Skin corrosion - 0.9319 93.19%
Ames mutagenesis - 0.6937 69.37%
Human Ether-a-go-go-Related Gene inhibition - 0.6485 64.85%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.5857 58.57%
skin sensitisation - 0.7590 75.90%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity + 0.6484 64.84%
Acute Oral Toxicity (c) I 0.6730 67.30%
Estrogen receptor binding + 0.8097 80.97%
Androgen receptor binding + 0.7616 76.16%
Thyroid receptor binding + 0.6685 66.85%
Glucocorticoid receptor binding + 0.7975 79.75%
Aromatase binding + 0.7146 71.46%
PPAR gamma + 0.5851 58.51%
Honey bee toxicity - 0.8688 86.88%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6700 67.00%
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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.01% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.65% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 96.07% 90.17%
CHEMBL2581 P07339 Cathepsin D 94.85% 98.95%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 93.73% 90.71%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 89.40% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.08% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.39% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.21% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 84.99% 91.19%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.96% 97.25%
CHEMBL4208 P20618 Proteasome component C5 84.39% 90.00%
CHEMBL4040 P28482 MAP kinase ERK2 84.28% 83.82%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.24% 92.62%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.57% 93.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.58% 100.00%

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 10051043
LOTUS LTS0015327
wikiData Q75064813