Epoxyphomalin C

Details

• Internal ID: 5416a895-7a7c-440d-9d4f-473283065e8e
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: (1R,4aR,5S,8aR)-1,4a,6-trimethyl-5-[[(1S,2S,3S,5R,6R)-2,3,5-trihydroxy-4-methylidene-7-oxabicyclo[4.1.0]heptan-1-yl]methyl]-2,3,4,5,8,8a-hexahydronaphthalene-1-carboxylic acid
• SMILES (Canonical): CC1=CCC2C(C1CC34C(C(C(=C)C(C3O4)O)O)O)(CCCC2(C)C(=O)O)C
• SMILES (Isomeric): CC1=CC[C@@H]2[C@@]([C@H]1C[C@]34[C@H]([C@H](C(=C)[C@H]([C@H]3O4)O)O)O)(CCC[C@@]2(C)C(=O)O)C
• InChI: InChI=1S/C22H32O6/c1-11-6-7-14-20(3,8-5-9-21(14,4)19(26)27)13(11)10-22-17(25)15(23)12(2)16(24)18(22)28-22/h6,13-18,23-25H,2,5,7-10H2,1,3-4H3,(H,26,27)/t13-,14+,15-,16+,17-,18+,20+,21+,22-/m0/s1
• InChI Key: DXQHDILKRYSUPK-QWQUQJRYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₆
• Molecular Weight: 392.50 g/mol
• Exact Mass: 392.21988874 g/mol
• Topological Polar Surface Area (TPSA): 111.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 2.03
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• Epoxypholamin C, (rel)-
• CHEBI:70283
• Q27138623

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8935	89.35%
Caco-2	-	0.6940	69.40%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5888	58.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7632	76.32%
OATP1B3 inhibitior	+	0.8822	88.22%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.6164	61.64%
P-glycoprotein inhibitior	-	0.8851	88.51%
P-glycoprotein substrate	-	0.7223	72.23%
CYP3A4 substrate	+	0.6359	63.59%
CYP2C9 substrate	-	0.8149	81.49%
CYP2D6 substrate	-	0.8510	85.10%
CYP3A4 inhibition	-	0.6954	69.54%
CYP2C9 inhibition	-	0.7428	74.28%
CYP2C19 inhibition	-	0.6785	67.85%
CYP2D6 inhibition	-	0.9367	93.67%
CYP1A2 inhibition	-	0.6473	64.73%
CYP2C8 inhibition	-	0.6170	61.70%
CYP inhibitory promiscuity	-	0.9297	92.97%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6825	68.25%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9386	93.86%
Skin irritation	-	0.5218	52.18%
Skin corrosion	-	0.9264	92.64%
Ames mutagenesis	-	0.7154	71.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6587	65.87%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5046	50.46%
skin sensitisation	-	0.7671	76.71%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6480	64.80%
Acute Oral Toxicity (c)	III	0.4775	47.75%
Estrogen receptor binding	+	0.6636	66.36%
Androgen receptor binding	+	0.6220	62.20%
Thyroid receptor binding	+	0.6368	63.68%
Glucocorticoid receptor binding	+	0.6875	68.75%
Aromatase binding	+	0.6027	60.27%
PPAR gamma	+	0.5359	53.59%
Honey bee toxicity	-	0.8971	89.71%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9945	99.45%

Targets

Proven Targets:

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	93.57%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.72%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.48%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	87.46%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.19%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.10%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.88%	86.33%
CHEMBL2581	P07339	Cathepsin D	83.12%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	82.15%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 70698267
• LOTUS: LTS0021357
• wikiData: Q27138623