Phlogacantholide B

Details

• Internal ID: 98653a06-0b78-4f5f-be74-8aa169d8de43
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 7-hydroxy-4-(hydroxymethyl)-4,8,11b-trimethyl-2,3,4a,5,6,7,10a,11-octahydro-1H-naphtho[2,1-f][1]benzofuran-9-one
• SMILES (Canonical): CC1=C2C(CC3=C(C2O)CCC4C3(CCCC4(C)CO)C)OC1=O
• SMILES (Isomeric): CC1=C2C(CC3=C(C2O)CCC4C3(CCCC4(C)CO)C)OC1=O
• InChI: InChI=1S/C20H28O4/c1-11-16-14(24-18(11)23)9-13-12(17(16)22)5-6-15-19(2,10-21)7-4-8-20(13,15)3/h14-15,17,21-22H,4-10H2,1-3H3
• InChI Key: YTFCPUQQLYHDRF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	+	0.7569	75.69%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7935	79.35%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.7775	77.75%
OATP1B3 inhibitior	+	0.9262	92.62%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	+	0.5081	50.81%
BSEP inhibitior	-	0.4628	46.28%
P-glycoprotein inhibitior	-	0.6789	67.89%
P-glycoprotein substrate	-	0.8241	82.41%
CYP3A4 substrate	+	0.6570	65.70%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8794	87.94%
CYP3A4 inhibition	-	0.5826	58.26%
CYP2C9 inhibition	-	0.8959	89.59%
CYP2C19 inhibition	-	0.9177	91.77%
CYP2D6 inhibition	-	0.9493	94.93%
CYP1A2 inhibition	-	0.7605	76.05%
CYP2C8 inhibition	-	0.6158	61.58%
CYP inhibitory promiscuity	-	0.8073	80.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4753	47.53%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9003	90.03%
Skin irritation	+	0.6067	60.67%
Skin corrosion	-	0.9469	94.69%
Ames mutagenesis	-	0.5689	56.89%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9104	91.04%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.4630	46.30%
Acute Oral Toxicity (c)	III	0.6656	66.56%
Estrogen receptor binding	+	0.7015	70.15%
Androgen receptor binding	+	0.5948	59.48%
Thyroid receptor binding	+	0.6377	63.77%
Glucocorticoid receptor binding	+	0.8525	85.25%
Aromatase binding	+	0.6357	63.57%
PPAR gamma	+	0.7074	70.74%
Honey bee toxicity	-	0.8605	86.05%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9882	98.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.92%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.68%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.19%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.46%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.08%	97.25%
CHEMBL1902	P62942	FK506-binding protein 1A	88.06%	97.05%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.25%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.08%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.74%	100.00%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.55%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.50%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.26%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.26%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	81.02%	97.79%

Plants that contains it

• Phlogacanthus curviflorus

Cross-Links

• PubChem: 72797281
• LOTUS: LTS0026065
• wikiData: Q105361358