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[(1R,3R,6S,7S,8R,11R,12S,15R,16R)-7,12,16-trimethyl-15-[(Z,2R)-5-propan-2-ylhept-5-en-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] acetate

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 660c5fd6-4d20-4911-98f8-f42412f91943
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name [(1R,3R,6S,7S,8R,11R,12S,15R,16R)-7,12,16-trimethyl-15-[(Z,2R)-5-propan-2-ylhept-5-en-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] acetate
SMILES (Canonical) CC=C(CCC(C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5C)OC(=O)C)C)C)C(C)C
SMILES (Isomeric) C/C=C(/CC[C@@H](C)[C@H]1CC[C@@]2([C@@]1(CC[C@@]34[C@@H]2CC[C@H]5[C@]3(C4)CC[C@@H]([C@H]5C)OC(=O)C)C)C)\C(C)C
InChI InChI=1S/C33H54O2/c1-9-25(21(2)3)11-10-22(4)26-14-16-31(8)29-13-12-27-23(5)28(35-24(6)34)15-17-32(27)20-33(29,32)19-18-30(26,31)7/h9,21-23,26-29H,10-20H2,1-8H3/b25-9-/t22-,23+,26-,27-,28+,29-,30-,31+,32-,33-/m1/s1
InChI Key GVVNQRJXYXEKHH-HXQSUSANSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H54O2
Molecular Weight 482.80 g/mol
Exact Mass 482.412380961 g/mol
Topological Polar Surface Area (TPSA) 26.30 Ų
XlogP 10.70
Atomic LogP (AlogP) 8.99
H-Bond Acceptor 2
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,3R,6S,7S,8R,11R,12S,15R,16R)-7,12,16-trimethyl-15-[(Z,2R)-5-propan-2-ylhept-5-en-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 - 0.6605 66.05%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6504 65.04%
OATP2B1 inhibitior - 0.7077 70.77%
OATP1B1 inhibitior + 0.8150 81.50%
OATP1B3 inhibitior - 0.3112 31.12%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9461 94.61%
P-glycoprotein inhibitior + 0.6618 66.18%
P-glycoprotein substrate - 0.5801 58.01%
CYP3A4 substrate + 0.6893 68.93%
CYP2C9 substrate - 0.8000 80.00%
CYP2D6 substrate - 0.8527 85.27%
CYP3A4 inhibition - 0.8696 86.96%
CYP2C9 inhibition - 0.8171 81.71%
CYP2C19 inhibition + 0.6064 60.64%
CYP2D6 inhibition - 0.9467 94.67%
CYP1A2 inhibition - 0.8558 85.58%
CYP2C8 inhibition + 0.4533 45.33%
CYP inhibitory promiscuity - 0.6464 64.64%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5402 54.02%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9182 91.82%
Skin irritation - 0.5112 51.12%
Skin corrosion - 0.9785 97.85%
Ames mutagenesis - 0.6782 67.82%
Human Ether-a-go-go-Related Gene inhibition + 0.6998 69.98%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.6342 63.42%
skin sensitisation + 0.6024 60.24%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.7047 70.47%
Acute Oral Toxicity (c) III 0.7749 77.49%
Estrogen receptor binding + 0.8455 84.55%
Androgen receptor binding + 0.7473 74.73%
Thyroid receptor binding + 0.6092 60.92%
Glucocorticoid receptor binding + 0.7574 75.74%
Aromatase binding + 0.7157 71.57%
PPAR gamma + 0.6618 66.18%
Honey bee toxicity - 0.6453 64.53%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5255 52.55%
Fish aquatic toxicity + 0.9969 99.69%

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 97.85% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.69% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.93% 91.11%
CHEMBL3837 P07711 Cathepsin L 94.77% 96.61%
CHEMBL2581 P07339 Cathepsin D 94.63% 98.95%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 91.69% 89.05%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.07% 94.45%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 90.56% 95.58%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 89.61% 95.17%
CHEMBL340 P08684 Cytochrome P450 3A4 89.19% 91.19%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 89.01% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.42% 97.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 88.36% 91.24%
CHEMBL233 P35372 Mu opioid receptor 87.97% 97.93%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.47% 96.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.01% 95.89%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.48% 98.75%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.99% 82.69%
CHEMBL2996 Q05655 Protein kinase C delta 85.55% 97.79%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.98% 99.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.50% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.29% 96.38%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.59% 92.62%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 82.22% 99.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.06% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.79% 93.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.73% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 80.43% 90.17%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 80.20% 92.86%

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.
Nervilia plicata
Punica granatum

Cross-Links

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PubChem 162984648
LOTUS LTS0095758
wikiData Q105249576