Phomolide H

Details

• Internal ID: 6b10d5e4-38b2-47e7-827a-3315ea8e6ad2
• Taxonomy: Organoheterocyclic compounds > Oxocins
• IUPAC Name: (2R,4S,5S,6E,8S)-4,5-dihydroxy-8-methoxy-2-propyl-2,3,4,5,8,9-hexahydrooxecin-10-one
• SMILES (Canonical): CCCC1CC(C(C=CC(CC(=O)O1)OC)O)O
• SMILES (Isomeric): CCC[C@@H]1C[C@@H]([C@H](/C=C/[C@H](CC(=O)O1)OC)O)O
• InChI: InChI=1S/C13H22O5/c1-3-4-10-7-12(15)11(14)6-5-9(17-2)8-13(16)18-10/h5-6,9-12,14-15H,3-4,7-8H2,1-2H3/b6-5+/t9-,10-,11+,12+/m1/s1
• InChI Key: TZYNNKFLVAMHEW-RNKUOQLFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₂O₅
• Molecular Weight: 258.31 g/mol
• Exact Mass: 258.14672380 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.79
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9249	92.49%
Caco-2	+	0.5528	55.28%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6436	64.36%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.8580	85.80%
OATP1B3 inhibitior	+	0.9061	90.61%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8666	86.66%
P-glycoprotein inhibitior	-	0.9376	93.76%
P-glycoprotein substrate	-	0.6817	68.17%
CYP3A4 substrate	+	0.5052	50.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8617	86.17%
CYP3A4 inhibition	+	0.5113	51.13%
CYP2C9 inhibition	-	0.8934	89.34%
CYP2C19 inhibition	-	0.6407	64.07%
CYP2D6 inhibition	-	0.9246	92.46%
CYP1A2 inhibition	-	0.6971	69.71%
CYP2C8 inhibition	-	0.8554	85.54%
CYP inhibitory promiscuity	-	0.9494	94.94%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Non-required	0.7385	73.85%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9398	93.98%
Skin irritation	-	0.6595	65.95%
Skin corrosion	-	0.9389	93.89%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6651	66.51%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.6081	60.81%
skin sensitisation	-	0.8147	81.47%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5689	56.89%
Acute Oral Toxicity (c)	III	0.3802	38.02%
Estrogen receptor binding	-	0.6951	69.51%
Androgen receptor binding	-	0.7798	77.98%
Thyroid receptor binding	-	0.5570	55.70%
Glucocorticoid receptor binding	+	0.5532	55.32%
Aromatase binding	-	0.8703	87.03%
PPAR gamma	-	0.7335	73.35%
Honey bee toxicity	-	0.8623	86.23%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9332	93.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.50%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.00%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.21%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.76%	97.09%
CHEMBL230	P35354	Cyclooxygenase-2	92.56%	89.63%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.67%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.18%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.66%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.12%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.45%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	81.40%	97.79%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.32%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	80.17%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102227123
• LOTUS: LTS0138451
• wikiData: Q105268486