(3R,5aR,5bR,7aS,11aS,11bR,13aS,13bR)-5a,5b,8,8,11a,13b-hexamethyl-3-propan-2-yl-1,2,3,5,6,7,7a,9,10,11,11b,12,13,13a-tetradecahydrocyclopenta[a]chrysene

Details

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Internal ID 56d35a5c-eddd-4128-8a6b-425e6cd4d2b4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Hopanoids
IUPAC Name (3R,5aR,5bR,7aS,11aS,11bR,13aS,13bR)-5a,5b,8,8,11a,13b-hexamethyl-3-propan-2-yl-1,2,3,5,6,7,7a,9,10,11,11b,12,13,13a-tetradecahydrocyclopenta[a]chrysene
SMILES (Canonical) CC(C)C1CCC2(C1=CCC3(C2CCC4C3(CCC5C4(CCCC5(C)C)C)C)C)C
SMILES (Isomeric) CC(C)[C@H]1CC[C@]2(C1=CC[C@@]3([C@@H]2CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CCCC5(C)C)C)C)C)C
InChI InChI=1S/C30H50/c1-20(2)21-12-17-27(5)22(21)13-18-29(7)24(27)10-11-25-28(6)16-9-15-26(3,4)23(28)14-19-30(25,29)8/h13,20-21,23-25H,9-12,14-19H2,1-8H3/t21-,23+,24-,25-,27+,28+,29-,30-/m1/s1
InChI Key CFXLJOUEZZQVSK-XIHUCVDXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50
Molecular Weight 410.70 g/mol
Exact Mass 410.391251595 g/mol
Topological Polar Surface Area (TPSA) 0.00 Ų
XlogP 10.50
Atomic LogP (AlogP) 9.05
H-Bond Acceptor 0
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,5aR,5bR,7aS,11aS,11bR,13aS,13bR)-5a,5b,8,8,11a,13b-hexamethyl-3-propan-2-yl-1,2,3,5,6,7,7a,9,10,11,11b,12,13,13a-tetradecahydrocyclopenta[a]chrysene

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9950 99.50%
Caco-2 + 0.6527 65.27%
Blood Brain Barrier + 0.9250 92.50%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Lysosomes 0.6628 66.28%
OATP2B1 inhibitior - 0.8627 86.27%
OATP1B1 inhibitior + 0.9067 90.67%
OATP1B3 inhibitior + 0.9039 90.39%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.7798 77.98%
P-glycoprotein inhibitior - 0.6826 68.26%
P-glycoprotein substrate - 0.8030 80.30%
CYP3A4 substrate + 0.5692 56.92%
CYP2C9 substrate - 0.7731 77.31%
CYP2D6 substrate - 0.7252 72.52%
CYP3A4 inhibition - 0.8687 86.87%
CYP2C9 inhibition - 0.7587 75.87%
CYP2C19 inhibition - 0.6224 62.24%
CYP2D6 inhibition - 0.9403 94.03%
CYP1A2 inhibition - 0.8389 83.89%
CYP2C8 inhibition - 0.6476 64.76%
CYP inhibitory promiscuity + 0.5550 55.50%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8000 80.00%
Carcinogenicity (trinary) Non-required 0.4715 47.15%
Eye corrosion - 0.9723 97.23%
Eye irritation - 0.8901 89.01%
Skin irritation - 0.6807 68.07%
Skin corrosion - 0.9662 96.62%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6921 69.21%
Micronuclear - 0.9800 98.00%
Hepatotoxicity - 0.6459 64.59%
skin sensitisation + 0.8340 83.40%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity - 0.5000 50.00%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.8341 83.41%
Acute Oral Toxicity (c) III 0.6452 64.52%
Estrogen receptor binding + 0.8467 84.67%
Androgen receptor binding + 0.6975 69.75%
Thyroid receptor binding + 0.6861 68.61%
Glucocorticoid receptor binding + 0.8357 83.57%
Aromatase binding + 0.7286 72.86%
PPAR gamma + 0.5949 59.49%
Honey bee toxicity - 0.8625 86.25%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5700 57.00%
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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.64% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.05% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.15% 95.89%
CHEMBL2581 P07339 Cathepsin D 90.98% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.41% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.40% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.65% 82.69%
CHEMBL5203 P33316 dUTP pyrophosphatase 88.09% 99.18%
CHEMBL221 P23219 Cyclooxygenase-1 87.35% 90.17%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.60% 96.38%
CHEMBL1871 P10275 Androgen Receptor 85.68% 96.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.40% 97.09%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.89% 91.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.88% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.02% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 83.01% 94.75%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.25% 93.04%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.35% 90.71%

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.
Goniophlebium mengtzeense

Cross-Links

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PubChem 14564459
NPASS NPC80967
LOTUS LTS0225223
wikiData Q104957203