(Z)-6-[(3R,6S,15R,16R)-6-hydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylhept-2-enoic acid

Details

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Internal ID 21f4066c-ffed-451e-ac47-3bf31f8e8d5c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
IUPAC Name (Z)-6-[(3R,6S,15R,16R)-6-hydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylhept-2-enoic acid
SMILES (Canonical) CC(CCC=C(C)C(=O)O)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C
SMILES (Isomeric) CC(CC/C=C(/C)\C(=O)O)[C@H]1CCC2([C@@]1(CCC34C2CCC5[C@]3(C4)CC[C@@H](C5(C)C)O)C)C
InChI InChI=1S/C30H48O3/c1-19(8-7-9-20(2)25(32)33)21-12-14-28(6)23-11-10-22-26(3,4)24(31)13-15-29(22)18-30(23,29)17-16-27(21,28)5/h9,19,21-24,31H,7-8,10-18H2,1-6H3,(H,32,33)/b20-9-/t19?,21-,22?,23?,24+,27-,28?,29-,30?/m1/s1
InChI Key CYHOTEDWAOHQLA-FBXNKIIPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O3
Molecular Weight 456.70 g/mol
Exact Mass 456.36034539 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 8.50
Atomic LogP (AlogP) 7.23
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 (Z)-6-[(3R,6S,15R,16R)-6-hydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylhept-2-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9960 99.60%
Caco-2 - 0.5623 56.23%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7790 77.90%
OATP2B1 inhibitior - 0.5697 56.97%
OATP1B1 inhibitior + 0.8498 84.98%
OATP1B3 inhibitior + 0.9112 91.12%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.8899 88.99%
P-glycoprotein inhibitior - 0.5688 56.88%
P-glycoprotein substrate - 0.7356 73.56%
CYP3A4 substrate + 0.6403 64.03%
CYP2C9 substrate - 0.7939 79.39%
CYP2D6 substrate - 0.8969 89.69%
CYP3A4 inhibition - 0.8355 83.55%
CYP2C9 inhibition - 0.7856 78.56%
CYP2C19 inhibition - 0.8626 86.26%
CYP2D6 inhibition - 0.9515 95.15%
CYP1A2 inhibition - 0.8927 89.27%
CYP2C8 inhibition - 0.7782 77.82%
CYP inhibitory promiscuity - 0.7611 76.11%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6393 63.93%
Eye corrosion - 0.9954 99.54%
Eye irritation - 0.9482 94.82%
Skin irritation + 0.5973 59.73%
Skin corrosion - 0.9553 95.53%
Ames mutagenesis - 0.7091 70.91%
Human Ether-a-go-go-Related Gene inhibition + 0.7402 74.02%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6112 61.12%
skin sensitisation - 0.5605 56.05%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.8778 87.78%
Acute Oral Toxicity (c) III 0.4494 44.94%
Estrogen receptor binding + 0.7536 75.36%
Androgen receptor binding + 0.7808 78.08%
Thyroid receptor binding + 0.6687 66.87%
Glucocorticoid receptor binding + 0.7919 79.19%
Aromatase binding + 0.8264 82.64%
PPAR gamma + 0.6793 67.93%
Honey bee toxicity - 0.8254 82.54%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9961 99.61%

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 93.78% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.42% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.31% 98.95%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 93.12% 93.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.30% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.00% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 89.20% 91.19%
CHEMBL284 P27487 Dipeptidyl peptidase IV 89.13% 95.69%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.03% 96.61%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.94% 96.38%
CHEMBL1914 P06276 Butyrylcholinesterase 87.77% 95.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 87.48% 98.75%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.86% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.77% 97.09%
CHEMBL2514 O95665 Neurotensin receptor 2 85.16% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.99% 96.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.81% 93.56%
CHEMBL233 P35372 Mu opioid receptor 83.51% 97.93%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 82.74% 96.03%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.70% 95.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.49% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.28% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.03% 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.
Anemarrhena asphodeloides
Iris domestica
Mangifera indica
Pyrrosia davidii
Pyrrosia lingua
Swertia mussotii
Urena lobata

Cross-Links

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PubChem 5319260
NPASS NPC271307