(4aS,6bR,9S,10S,12aR,14bR)-10-hydroxy-9-(hydroxymethyl)-2,2,4a,6a,6b,9,12a-heptamethyl-4,5,6,6a,7,8,8a,10,11,12,13,14b-dodecahydro-1H-picen-3-one

Details

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Internal ID ef1475c4-e4e0-4884-9653-87859e134446
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (4aS,6bR,9S,10S,12aR,14bR)-10-hydroxy-9-(hydroxymethyl)-2,2,4a,6a,6b,9,12a-heptamethyl-4,5,6,6a,7,8,8a,10,11,12,13,14b-dodecahydro-1H-picen-3-one
SMILES (Canonical) CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CCC2(CC1=O)C)C)C)(C)CO)O)C)C
SMILES (Isomeric) C[C@@]12CCC3(C(=CCC4[C@]3(CCC5[C@@]4(CC[C@@H]([C@]5(C)CO)O)C)C)[C@@H]1CC(C(=O)C2)(C)C)C
InChI InChI=1S/C30H48O3/c1-25(2)16-20-19-8-9-22-27(4)12-11-23(32)28(5,18-31)21(27)10-13-30(22,7)29(19,6)15-14-26(20,3)17-24(25)33/h8,20-23,31-32H,9-18H2,1-7H3/t20-,21?,22?,23-,26-,27-,28+,29?,30+/m0/s1
InChI Key IPZBDVYNLAGJFF-VZJUNBIDSA-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 6.60
Atomic LogP (AlogP) 6.32
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4aS,6bR,9S,10S,12aR,14bR)-10-hydroxy-9-(hydroxymethyl)-2,2,4a,6a,6b,9,12a-heptamethyl-4,5,6,6a,7,8,8a,10,11,12,13,14b-dodecahydro-1H-picen-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9948 99.48%
Caco-2 - 0.5395 53.95%
Blood Brain Barrier + 0.6741 67.41%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7916 79.16%
OATP2B1 inhibitior - 0.7178 71.78%
OATP1B1 inhibitior + 0.9105 91.05%
OATP1B3 inhibitior + 0.8748 87.48%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5626 56.26%
BSEP inhibitior + 0.9240 92.40%
P-glycoprotein inhibitior - 0.7199 71.99%
P-glycoprotein substrate - 0.7618 76.18%
CYP3A4 substrate + 0.6672 66.72%
CYP2C9 substrate - 0.8407 84.07%
CYP2D6 substrate - 0.7921 79.21%
CYP3A4 inhibition - 0.8466 84.66%
CYP2C9 inhibition - 0.7811 78.11%
CYP2C19 inhibition - 0.8455 84.55%
CYP2D6 inhibition - 0.9274 92.74%
CYP1A2 inhibition - 0.8734 87.34%
CYP2C8 inhibition - 0.6313 63.13%
CYP inhibitory promiscuity - 0.7995 79.95%
UGT catelyzed - 0.9000 90.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6371 63.71%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9398 93.98%
Skin irritation - 0.5917 59.17%
Skin corrosion - 0.9639 96.39%
Ames mutagenesis - 0.6954 69.54%
Human Ether-a-go-go-Related Gene inhibition - 0.3870 38.70%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.7856 78.56%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.7168 71.68%
Acute Oral Toxicity (c) III 0.7829 78.29%
Estrogen receptor binding + 0.7575 75.75%
Androgen receptor binding + 0.7083 70.83%
Thyroid receptor binding + 0.6460 64.60%
Glucocorticoid receptor binding + 0.8679 86.79%
Aromatase binding + 0.7115 71.15%
PPAR gamma + 0.6152 61.52%
Honey bee toxicity - 0.8626 86.26%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9770 97.70%

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
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.19% 82.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.38% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.35% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 90.01% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.68% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.44% 97.25%
CHEMBL2916 O14746 Telomerase reverse transcriptase 88.84% 90.00%
CHEMBL1937 Q92769 Histone deacetylase 2 87.07% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.59% 100.00%
CHEMBL2581 P07339 Cathepsin D 83.53% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.17% 95.56%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.44% 93.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.60% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.59% 93.00%

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.
Glycine max
Impatiens siculifera
Medicago lupulina
Medicago sativa
Oxytropis falcata
Trifolium pratense

Cross-Links

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PubChem 5321410
LOTUS LTS0123518
wikiData Q105117603