(4aS,6aR,6aR,6bS,8R,8aS,9R,12aS,14aS,14bS)-8-hydroxy-2,2,4a,6a,6a,8a,9,14a-octamethyl-4,6,6b,7,8,9,11,12,12a,13,14,14b-dodecahydro-1H-picene-3,5,10-trione

Details

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Internal ID d89ba396-1b49-4a42-a43f-2329abcfc458
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (4aS,6aR,6aR,6bS,8R,8aS,9R,12aS,14aS,14bS)-8-hydroxy-2,2,4a,6a,6a,8a,9,14a-octamethyl-4,6,6b,7,8,9,11,12,12a,13,14,14b-dodecahydro-1H-picene-3,5,10-trione
SMILES (Canonical) CC1C(=O)CCC2C1(C(CC3C2(CCC4(C3(CC(=O)C5(C4CC(C(=O)C5)(C)C)C)C)C)C)O)C
SMILES (Isomeric) C[C@H]1C(=O)CC[C@@H]2[C@@]1([C@@H](C[C@H]3[C@]2(CC[C@@]4([C@@]3(CC(=O)[C@@]5([C@H]4CC(C(=O)C5)(C)C)C)C)C)C)O)C
InChI InChI=1S/C30H46O4/c1-17-18(31)9-10-19-26(4)11-12-28(6)21-14-25(2,3)23(33)15-27(21,5)24(34)16-29(28,7)20(26)13-22(32)30(17,19)8/h17,19-22,32H,9-16H2,1-8H3/t17-,19-,20-,21+,22+,26-,27-,28-,29+,30+/m0/s1
InChI Key AQSQZYRCGPMIGT-ABAOYDBWSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H46O4
Molecular Weight 470.70 g/mol
Exact Mass 470.33960994 g/mol
Topological Polar Surface Area (TPSA) 71.40 Ų
XlogP 4.90
Atomic LogP (AlogP) 5.79
H-Bond Acceptor 4
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 (4aS,6aR,6aR,6bS,8R,8aS,9R,12aS,14aS,14bS)-8-hydroxy-2,2,4a,6a,6a,8a,9,14a-octamethyl-4,6,6b,7,8,9,11,12,12a,13,14,14b-dodecahydro-1H-picene-3,5,10-trione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9905 99.05%
Caco-2 - 0.5672 56.72%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.8079 80.79%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9056 90.56%
OATP1B3 inhibitior + 0.9705 97.05%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.8340 83.40%
P-glycoprotein inhibitior - 0.5441 54.41%
P-glycoprotein substrate - 0.6326 63.26%
CYP3A4 substrate + 0.6648 66.48%
CYP2C9 substrate - 0.5308 53.08%
CYP2D6 substrate - 0.7538 75.38%
CYP3A4 inhibition - 0.7034 70.34%
CYP2C9 inhibition - 0.8798 87.98%
CYP2C19 inhibition - 0.9591 95.91%
CYP2D6 inhibition - 0.9631 96.31%
CYP1A2 inhibition - 0.8960 89.60%
CYP2C8 inhibition - 0.6361 63.61%
CYP inhibitory promiscuity - 0.9818 98.18%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7402 74.02%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9069 90.69%
Skin irritation + 0.6652 66.52%
Skin corrosion - 0.9136 91.36%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4163 41.63%
Micronuclear - 0.9400 94.00%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.6711 67.11%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.4706 47.06%
Acute Oral Toxicity (c) III 0.6837 68.37%
Estrogen receptor binding + 0.7077 70.77%
Androgen receptor binding + 0.6903 69.03%
Thyroid receptor binding + 0.6904 69.04%
Glucocorticoid receptor binding + 0.7792 77.92%
Aromatase binding + 0.7423 74.23%
PPAR gamma + 0.5444 54.44%
Honey bee toxicity - 0.8022 80.22%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9806 98.06%

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 94.57% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.01% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.49% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.84% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.58% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.10% 95.56%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.82% 93.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.61% 99.23%
CHEMBL2581 P07339 Cathepsin D 85.57% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.45% 91.11%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.16% 93.04%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.43% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 82.25% 94.75%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.18% 96.77%
CHEMBL1871 P10275 Androgen Receptor 82.15% 96.43%
CHEMBL1951 P21397 Monoamine oxidase A 80.55% 91.49%

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.
Gymnosporia diversifolia
Tripterygium wilfordii

Cross-Links

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PubChem 15109247
NPASS NPC108840
LOTUS LTS0023410
wikiData Q104917042