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(1S,3R,6S,8R,11S,12S,14S,15R,16R)-15-[(2S,3R)-3-hydroxy-6-methylhept-5-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-6,14-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 88323f4e-e8df-4fce-bca7-b3efe9d8f094
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name (1S,3R,6S,8R,11S,12S,14S,15R,16R)-15-[(2S,3R)-3-hydroxy-6-methylhept-5-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-6,14-diol
SMILES (Canonical) CC(C1C(CC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C)O)C(CC=C(C)C)O
SMILES (Isomeric) C[C@@H]([C@H]1[C@H](C[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)O)[C@@H](CC=C(C)C)O
InChI InChI=1S/C30H50O3/c1-18(2)8-9-20(31)19(3)25-21(32)16-28(7)23-11-10-22-26(4,5)24(33)12-13-29(22)17-30(23,29)15-14-27(25,28)6/h8,19-25,31-33H,9-17H2,1-7H3/t19-,20-,21+,22+,23+,24+,25+,27-,28+,29-,30+/m1/s1
InChI Key GWEVPZWGHOJDHF-YEUULEBNSA-N
Popularity 1 reference 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 7.30
Atomic LogP (AlogP) 6.11
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 4

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,14S,15R,16R)-15-[(2S,3R)-3-hydroxy-6-methylhept-5-en-2-yl]-7,7,12,16-tetramethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-6,14-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9964 99.64%
Caco-2 - 0.5436 54.36%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.5676 56.76%
OATP2B1 inhibitior - 0.5782 57.82%
OATP1B1 inhibitior + 0.9050 90.50%
OATP1B3 inhibitior + 0.9625 96.25%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.7278 72.78%
P-glycoprotein inhibitior - 0.6213 62.13%
P-glycoprotein substrate - 0.7076 70.76%
CYP3A4 substrate + 0.6060 60.60%
CYP2C9 substrate - 0.6284 62.84%
CYP2D6 substrate - 0.6829 68.29%
CYP3A4 inhibition - 0.7675 76.75%
CYP2C9 inhibition - 0.7853 78.53%
CYP2C19 inhibition - 0.8277 82.77%
CYP2D6 inhibition - 0.9459 94.59%
CYP1A2 inhibition - 0.8668 86.68%
CYP2C8 inhibition - 0.7058 70.58%
CYP inhibitory promiscuity - 0.5744 57.44%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6371 63.71%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.9312 93.12%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9527 95.27%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6993 69.93%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6949 69.49%
skin sensitisation - 0.5435 54.35%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.8618 86.18%
Acute Oral Toxicity (c) III 0.4101 41.01%
Estrogen receptor binding + 0.7966 79.66%
Androgen receptor binding + 0.7400 74.00%
Thyroid receptor binding + 0.6205 62.05%
Glucocorticoid receptor binding + 0.7324 73.24%
Aromatase binding + 0.7243 72.43%
PPAR gamma + 0.6118 61.18%
Honey bee toxicity - 0.8216 82.16%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9910 99.10%

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 98.02% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.63% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.21% 85.14%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 93.75% 95.58%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.12% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.50% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.85% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 91.50% 90.17%
CHEMBL240 Q12809 HERG 89.20% 89.76%
CHEMBL3837 P07711 Cathepsin L 89.10% 96.61%
CHEMBL2581 P07339 Cathepsin D 88.59% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.64% 100.00%
CHEMBL284 P27487 Dipeptidyl peptidase IV 87.19% 95.69%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.87% 82.69%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.65% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 85.38% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.25% 95.89%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 85.17% 85.30%
CHEMBL206 P03372 Estrogen receptor alpha 85.07% 97.64%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 83.11% 99.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.83% 95.50%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 81.12% 83.10%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.00% 98.75%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.87% 97.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.58% 96.95%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.55% 92.88%
CHEMBL2094135 Q96BI3 Gamma-secretase 80.55% 98.05%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.18% 100.00%

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.
Balsamorhiza sagittata

Cross-Links

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PubChem 162900257
LOTUS LTS0272855
wikiData Q105022291