(4aS,6aR,6aS,6bR,8aS,12aS,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a,14-diol

Details

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Internal ID b20c70c6-a050-4c05-9e85-f3e696793a99
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (4aS,6aR,6aS,6bR,8aS,12aS,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a,14-diol
SMILES (Canonical) CC1(CCC2(CCC3(C(=C(CC4C3(CCC5C4(CCCC5(C)C)C)C)O)C2C1)C)O)C
SMILES (Isomeric) C[C@]12CCCC([C@@H]1CC[C@@]3([C@@H]2CC(=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)O)C)O)C)(C)C
InChI InChI=1S/C29H48O2/c1-24(2)13-15-29(31)16-14-28(7)23(19(29)18-24)20(30)17-22-26(5)11-8-10-25(3,4)21(26)9-12-27(22,28)6/h19,21-22,30-31H,8-18H2,1-7H3/t19-,21-,22+,26-,27+,28+,29-/m0/s1
InChI Key NICCBUMXGAHGGH-VMNJZLRASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H48O2
Molecular Weight 428.70 g/mol
Exact Mass 428.365430770 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 7.70
Atomic LogP (AlogP) 7.81
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4aS,6aR,6aS,6bR,8aS,12aS,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a,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 + 1.0000 100.00%
Caco-2 + 0.6473 64.73%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.6471 64.71%
OATP2B1 inhibitior - 0.8612 86.12%
OATP1B1 inhibitior + 0.8406 84.06%
OATP1B3 inhibitior + 0.9785 97.85%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.8609 86.09%
P-glycoprotein inhibitior - 0.7437 74.37%
P-glycoprotein substrate - 0.7991 79.91%
CYP3A4 substrate + 0.6292 62.92%
CYP2C9 substrate + 0.5818 58.18%
CYP2D6 substrate - 0.8008 80.08%
CYP3A4 inhibition - 0.8447 84.47%
CYP2C9 inhibition - 0.8956 89.56%
CYP2C19 inhibition - 0.7488 74.88%
CYP2D6 inhibition - 0.9329 93.29%
CYP1A2 inhibition - 0.8284 82.84%
CYP2C8 inhibition - 0.5767 57.67%
CYP inhibitory promiscuity - 0.7366 73.66%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5728 57.28%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.7735 77.35%
Skin irritation + 0.5288 52.88%
Skin corrosion - 0.9638 96.38%
Ames mutagenesis - 0.8200 82.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4084 40.84%
Micronuclear - 0.9700 97.00%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation + 0.6026 60.26%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.6616 66.16%
Acute Oral Toxicity (c) III 0.8426 84.26%
Estrogen receptor binding + 0.8065 80.65%
Androgen receptor binding + 0.6417 64.17%
Thyroid receptor binding + 0.5958 59.58%
Glucocorticoid receptor binding + 0.8255 82.55%
Aromatase binding + 0.7128 71.28%
PPAR gamma + 0.5828 58.28%
Honey bee toxicity - 0.8506 85.06%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.9849 98.49%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.74% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.98% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.21% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.77% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.18% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.95% 92.94%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.09% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.04% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.01% 95.89%
CHEMBL2581 P07339 Cathepsin D 84.94% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 83.66% 94.75%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.62% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.64% 95.56%

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.
Paullinia pinnata

Cross-Links

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PubChem 162968003
LOTUS LTS0196683
wikiData Q105179733