(3S,4R,4aS,6aS,6aS,6bR,12aS,14aS,14bS)-4,4a,6a,6b,8,11,11,14a-octamethyl-2,3,4,5,6,6a,10,12,12a,13,14,14b-dodecahydro-1H-picen-3-ol

Details

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Internal ID ddfd96c4-5645-40f8-96e7-2d5606978682
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
IUPAC Name (3S,4R,4aS,6aS,6aS,6bR,12aS,14aS,14bS)-4,4a,6a,6b,8,11,11,14a-octamethyl-2,3,4,5,6,6a,10,12,12a,13,14,14b-dodecahydro-1H-picen-3-ol
SMILES (Canonical) CC1C(CCC2C1(CCC3C2(CCC4(C3(C=C(C5=CCC(CC54)(C)C)C)C)C)C)C)O
SMILES (Isomeric) C[C@H]1[C@H](CC[C@@H]2[C@@]1(CC[C@H]3[C@]2(CC[C@@]4([C@@]3(C=C(C5=CCC(C[C@H]54)(C)C)C)C)C)C)C)O
InChI InChI=1S/C30H48O/c1-19-17-30(8)25-12-14-27(5)20(2)23(31)9-10-24(27)28(25,6)15-16-29(30,7)22-18-26(3,4)13-11-21(19)22/h11,17,20,22-25,31H,9-10,12-16,18H2,1-8H3/t20-,22+,23-,24+,25-,27+,28-,29-,30+/m0/s1
InChI Key UCRWESHCXPQPFM-RQXSNDJBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O
Molecular Weight 424.70 g/mol
Exact Mass 424.370516150 g/mol
Topological Polar Surface Area (TPSA) 20.20 Ų
XlogP 8.40
Atomic LogP (AlogP) 7.94
H-Bond Acceptor 1
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,4R,4aS,6aS,6aS,6bR,12aS,14aS,14bS)-4,4a,6a,6b,8,11,11,14a-octamethyl-2,3,4,5,6,6a,10,12,12a,13,14,14b-dodecahydro-1H-picen-3-ol

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 + 0.6834 68.34%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.5374 53.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9125 91.25%
OATP1B3 inhibitior + 0.9680 96.80%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8393 83.93%
P-glycoprotein inhibitior - 0.6549 65.49%
P-glycoprotein substrate - 0.6193 61.93%
CYP3A4 substrate + 0.6503 65.03%
CYP2C9 substrate - 0.6727 67.27%
CYP2D6 substrate - 0.7472 74.72%
CYP3A4 inhibition - 0.8699 86.99%
CYP2C9 inhibition - 0.7983 79.83%
CYP2C19 inhibition - 0.6636 66.36%
CYP2D6 inhibition - 0.9399 93.99%
CYP1A2 inhibition - 0.8575 85.75%
CYP2C8 inhibition - 0.6490 64.90%
CYP inhibitory promiscuity - 0.7882 78.82%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5745 57.45%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.9538 95.38%
Skin irritation + 0.6645 66.45%
Skin corrosion - 0.9471 94.71%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7028 70.28%
Micronuclear - 0.9800 98.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation + 0.6420 64.20%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8060 80.60%
Acute Oral Toxicity (c) III 0.8299 82.99%
Estrogen receptor binding + 0.8738 87.38%
Androgen receptor binding + 0.6657 66.57%
Thyroid receptor binding + 0.7478 74.78%
Glucocorticoid receptor binding + 0.8445 84.45%
Aromatase binding + 0.7442 74.42%
PPAR gamma + 0.6024 60.24%
Honey bee toxicity - 0.8465 84.65%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9875 98.75%

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 94.08% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.29% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.14% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.23% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.56% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.38% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.69% 95.89%
CHEMBL325 Q13547 Histone deacetylase 1 86.40% 95.92%
CHEMBL2581 P07339 Cathepsin D 82.88% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.75% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 81.95% 94.75%
CHEMBL2996 Q05655 Protein kinase C delta 81.29% 97.79%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.58% 93.04%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.16% 96.21%

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.
Pachysandra terminalis

Cross-Links

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PubChem 101643003
LOTUS LTS0246258
wikiData Q105270071