Epifriedelin

Details

• Internal ID: 0f61fafb-f0d2-425a-967e-5e850f6ce095
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (4S,4aS,6aS,6aS,6bR,8aR,12aR,14aS,14bS)-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1H-picen-3-one
• SMILES (Canonical): CC1C(=O)CCC2C1(CCC3C2(CCC4(C3(CCC5(C4CC(CC5)(C)C)C)C)C)C)C
• SMILES (Isomeric): C[C@@H]1C(=O)CC[C@@H]2[C@@]1(CC[C@H]3[C@]2(CC[C@@]4([C@@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C)C)C)C)C
• InChI: InChI=1S/C30H50O/c1-20-21(31)9-10-22-27(20,5)12-11-23-28(22,6)16-18-30(8)24-19-25(2,3)13-14-26(24,4)15-17-29(23,30)7/h20,22-24H,9-19H2,1-8H3/t20-,22-,23+,24-,26-,27-,28+,29-,30+/m1/s1
• InChI Key: OFMXGFHWLZPCFL-ACRUQRPVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O
• Molecular Weight: 426.70 g/mol
• Exact Mass: 426.386166214 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 9.80
• Atomic LogP (AlogP): 8.46
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 4-epi-Friedelin

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.5120	51.20%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6105	61.05%
OATP2B1 inhibitior	-	0.7279	72.79%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.9794	97.94%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8398	83.98%
P-glycoprotein inhibitior	-	0.6968	69.68%
P-glycoprotein substrate	-	0.8504	85.04%
CYP3A4 substrate	+	0.6488	64.88%
CYP2C9 substrate	-	0.7483	74.83%
CYP2D6 substrate	-	0.7683	76.83%
CYP3A4 inhibition	-	0.9148	91.48%
CYP2C9 inhibition	-	0.8329	83.29%
CYP2C19 inhibition	-	0.8551	85.51%
CYP2D6 inhibition	-	0.9726	97.26%
CYP1A2 inhibition	-	0.8321	83.21%
CYP2C8 inhibition	-	0.8832	88.32%
CYP inhibitory promiscuity	-	0.9530	95.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6176	61.76%
Eye corrosion	-	0.9212	92.12%
Eye irritation	-	0.8523	85.23%
Skin irritation	+	0.6704	67.04%
Skin corrosion	-	0.9068	90.68%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3925	39.25%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	+	0.8568	85.68%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.7801	78.01%
Estrogen receptor binding	+	0.8195	81.95%
Androgen receptor binding	+	0.6331	63.31%
Thyroid receptor binding	+	0.6469	64.69%
Glucocorticoid receptor binding	+	0.7816	78.16%
Aromatase binding	+	0.7290	72.90%
PPAR gamma	+	0.5723	57.23%
Honey bee toxicity	-	0.8119	81.19%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9676	96.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.74%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.77%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.38%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.34%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.34%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.16%	96.38%
CHEMBL2581	P07339	Cathepsin D	88.31%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.58%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	86.27%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.20%	92.94%
CHEMBL1871	P10275	Androgen Receptor	85.14%	96.43%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.00%	91.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.26%	93.03%

Plants that contains it

• Adenopeltis serrata
• Aglaia elaeagnoidea
• Aristolochia littoralis
• Astragalus gummifer
• Bituminaria bituminosa
• Cardiospermum halicacabum
• Catunaregam spinosa
• Centaurea nigrescens
• Centaurea seridis
• Chrozophora tinctoria
• Cirsium japonicum
• Cneorum pulverulentum
• Coreopsis bigelovii
• Coreopsis fasciculata
• Crepis foetida
• Crinum viviparum
• Cuphea carthagenensis
• Dalbergia stipulacea
• Delphinium ajacis
• Dioscoreophyllum cumminsii
• Dorstenia lindeniana
• Elaeagnus commutata
• Erigeron canadensis
• Eucalyptus flocktoniae
• Euphorbia segetalis
• Fernandoa adenophylla
• Flindersia brayleyana
• Garcinia celebica
• Heracleum sphondylium
• Holoptelea integrifolia
• Huperzia fordii
• Jungermannia obovata
• Kummerowia striata
• Mascarenhasia arborescens
• Meconopsis napaulensis
• Merremia umbellata
• Micranthemum umbrosum
• Millettia conraui
• Ormosia flava
• Ozoroa insignis
• Palafoxia rosea
• Parastrephia lepidophylla
• Pedicularis condensata
• Penstemon secundiflorus
• Perityle vaseyi
• Phedimus kamtschaticus
• Phlogacanthus thyrsiformis
• Phoebe formosana
• Phytolacca acinosa
• Piloselloides hirsuta
• Piper arboreum
• Plectranthus garckeanus
• Porella swartziana
• Pouzolzia occidentalis
• Punica granatum
• Quercus mongolica
• Rheum webbianum
• Rhododendron luteum
• Ruta microcarpa
• Salacia chinensis
• Salvia coulteri
• Satureja cuneifolia
• Selinum carvifolium
• Senecio flavus
• Sida cordifolia
• Sidastrum multiflorum
• Sideritis romana
• Solanum sisymbriifolium
• Stevia origanoides
• Syncolostemon parviflorus
• Syzygium formosanum
• Thuja plicata
• Thymbra spicata
• Trichilia claussenii
• Triglochin maritima
• Turraeanthus mannii
• Urtica triangularis
• Vaccinium uliginosum
• Zanthoxylum schreberi

Cross-Links

• PubChem: 15559350
• NPASS: NPC121162
• LOTUS: LTS0025802
• wikiData: Q105191253