Phomalactone

Details

• Internal ID: 7bc2a7d0-55c1-4f62-beb0-bb9f2b95d1ea
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (2S,3S)-3-hydroxy-2-[(E)-prop-1-enyl]-2,3-dihydropyran-6-one
• SMILES (Canonical): CC=CC1C(C=CC(=O)O1)O
• SMILES (Isomeric): C/C=C/[C@H]1[C@H](C=CC(=O)O1)O
• InChI: InChI=1S/C8H10O3/c1-2-3-7-6(9)4-5-8(10)11-7/h2-7,9H,1H3/b3-2+/t6-,7-/m0/s1
• InChI Key: OKDRUMBNXIYUEO-VHJVCUAWSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₀O₃
• Molecular Weight: 154.16 g/mol
• Exact Mass: 154.062994177 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.40
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• (+)-Phomalactone
• CHEMBL450609
• (2S,3S)-3-hydroxy-2-[(E)-prop-1-enyl]-2,3-dihydropyran-6-one
• HY-N10269
• AKOS030213212
• CS-0371991
• 2H-Pyran-2-one, 5,6-dihydro-5-hydroxy-6-(1E)-1-propenyl-, (5S,6S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9757	97.57%
Caco-2	+	0.5658	56.58%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7869	78.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8766	87.66%
OATP1B3 inhibitior	+	0.9813	98.13%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9676	96.76%
P-glycoprotein inhibitior	-	0.9798	97.98%
P-glycoprotein substrate	-	0.9636	96.36%
CYP3A4 substrate	-	0.6186	61.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8993	89.93%
CYP3A4 inhibition	-	0.9737	97.37%
CYP2C9 inhibition	-	0.9788	97.88%
CYP2C19 inhibition	-	0.9486	94.86%
CYP2D6 inhibition	-	0.9754	97.54%
CYP1A2 inhibition	-	0.9620	96.20%
CYP2C8 inhibition	-	0.9864	98.64%
CYP inhibitory promiscuity	-	0.9571	95.71%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8360	83.60%
Carcinogenicity (trinary)	Non-required	0.6114	61.14%
Eye corrosion	+	0.6771	67.71%
Eye irritation	+	0.7856	78.56%
Skin irritation	+	0.8656	86.56%
Skin corrosion	+	0.5129	51.29%
Ames mutagenesis	-	0.9900	99.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8223	82.23%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.7261	72.61%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.7111	71.11%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.6030	60.30%
Acute Oral Toxicity (c)	III	0.5414	54.14%
Estrogen receptor binding	-	0.9165	91.65%
Androgen receptor binding	-	0.8994	89.94%
Thyroid receptor binding	-	0.8195	81.95%
Glucocorticoid receptor binding	-	0.8139	81.39%
Aromatase binding	-	0.8361	83.61%
PPAR gamma	-	0.8943	89.43%
Honey bee toxicity	-	0.8876	88.76%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	-	0.5329	53.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	94.73%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.56%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.43%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.46%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.25%	89.00%
CHEMBL2581	P07339	Cathepsin D	80.62%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.38%	99.23%

Plants that contains it

• Alangium chinense

Cross-Links

• PubChem: 6475274
• NPASS: NPC302564
• ChEMBL: CHEMBL450609
• LOTUS: LTS0051090
• wikiData: Q104400427