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(1S,3R,6S,8R,11S,12S,15R,16R)-15-[(2S,3S)-3-hydroxy-6-methylhept-6-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol

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 06917c5e-ca46-4c82-878e-d334ba5cd937
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name (1S,3R,6S,8R,11S,12S,15R,16R)-15-[(2S,3S)-3-hydroxy-6-methylhept-6-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol
SMILES (Canonical) CC(C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C)C(CCC(=C)C)O
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)O)C)C)[C@H](CCC(=C)C)O
InChI InChI=1S/C30H50O2/c1-19(2)8-9-22(31)20(3)21-12-14-28(7)24-11-10-23-26(4,5)25(32)13-15-29(23)18-30(24,29)17-16-27(21,28)6/h20-25,31-32H,1,8-18H2,2-7H3/t20-,21+,22-,23-,24-,25-,27+,28-,29+,30-/m0/s1
InChI Key NYMKWDLAKRAMQT-UCXRFXEFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H50O2
Molecular Weight 442.70 g/mol
Exact Mass 442.381080833 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 8.70
Atomic LogP (AlogP) 7.14
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,3R,6S,8R,11S,12S,15R,16R)-15-[(2S,3S)-3-hydroxy-6-methylhept-6-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9960 99.60%
Caco-2 + 0.4899 48.99%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Lysosomes 0.4630 46.30%
OATP2B1 inhibitior - 0.5733 57.33%
OATP1B1 inhibitior + 0.8936 89.36%
OATP1B3 inhibitior + 0.9086 90.86%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.4550 45.50%
P-glycoprotein inhibitior - 0.6949 69.49%
P-glycoprotein substrate - 0.6110 61.10%
CYP3A4 substrate + 0.6227 62.27%
CYP2C9 substrate - 0.6284 62.84%
CYP2D6 substrate - 0.6829 68.29%
CYP3A4 inhibition - 0.8029 80.29%
CYP2C9 inhibition - 0.8126 81.26%
CYP2C19 inhibition - 0.7380 73.80%
CYP2D6 inhibition - 0.9382 93.82%
CYP1A2 inhibition - 0.7885 78.85%
CYP2C8 inhibition - 0.6995 69.95%
CYP inhibitory promiscuity - 0.5608 56.08%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6392 63.92%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9143 91.43%
Skin irritation - 0.5346 53.46%
Skin corrosion - 0.9451 94.51%
Ames mutagenesis - 0.7937 79.37%
Human Ether-a-go-go-Related Gene inhibition + 0.6964 69.64%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation + 0.4818 48.18%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.8369 83.69%
Acute Oral Toxicity (c) III 0.4308 43.08%
Estrogen receptor binding + 0.7253 72.53%
Androgen receptor binding + 0.7695 76.95%
Thyroid receptor binding + 0.6159 61.59%
Glucocorticoid receptor binding + 0.7446 74.46%
Aromatase binding + 0.7187 71.87%
PPAR gamma + 0.5512 55.12%
Honey bee toxicity - 0.7213 72.13%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9936 99.36%

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 98.66% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.17% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.20% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.90% 98.95%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 91.49% 95.58%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.61% 96.61%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 88.25% 97.29%
CHEMBL2094135 Q96BI3 Gamma-secretase 87.81% 98.05%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 87.46% 98.75%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.48% 82.69%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.36% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 85.99% 97.79%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 85.87% 92.86%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.33% 91.03%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.30% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.86% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.82% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.72% 97.09%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.62% 100.00%
CHEMBL3492 P49721 Proteasome Macropain subunit 83.01% 90.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.71% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 82.23% 89.05%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.00% 93.00%
CHEMBL206 P03372 Estrogen receptor alpha 81.80% 97.64%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 81.69% 99.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.30% 96.38%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.86% 91.24%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.38% 89.34%

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.
There are no matching plants.

Cross-Links

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PubChem 162959240
LOTUS LTS0032769
wikiData Q105187574