Phomalairdenone B

Details

• Internal ID: 2253a161-1abd-40df-971c-cea50571c32c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Triquinane sesquiterpenoids > Angular triquinanes
• IUPAC Name: (1R,5S,8S,9S,11R)-9-hydroxy-5,7,7,11-tetramethyltricyclo[6.3.0.01,5]undec-2-en-4-one
• SMILES (Canonical): CC1CC(C2C13C=CC(=O)C3(CC2(C)C)C)O
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@@H]2[C@]13C=CC(=O)[C@]3(CC2(C)C)C)O
• InChI: InChI=1S/C15H22O2/c1-9-7-10(16)12-13(2,3)8-14(4)11(17)5-6-15(9,12)14/h5-6,9-10,12,16H,7-8H2,1-4H3/t9-,10+,12+,14-,15+/m1/s1
• InChI Key: GFYRIASLJUKILU-VDPPQRJLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.6080	60.80%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5179	51.79%
OATP2B1 inhibitior	-	0.8479	84.79%
OATP1B1 inhibitior	+	0.9008	90.08%
OATP1B3 inhibitior	+	0.9657	96.57%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8732	87.32%
P-glycoprotein inhibitior	-	0.9361	93.61%
P-glycoprotein substrate	-	0.7993	79.93%
CYP3A4 substrate	+	0.5576	55.76%
CYP2C9 substrate	-	0.8218	82.18%
CYP2D6 substrate	-	0.8544	85.44%
CYP3A4 inhibition	-	0.9078	90.78%
CYP2C9 inhibition	-	0.9150	91.50%
CYP2C19 inhibition	-	0.8612	86.12%
CYP2D6 inhibition	-	0.9547	95.47%
CYP1A2 inhibition	-	0.7451	74.51%
CYP2C8 inhibition	-	0.9633	96.33%
CYP inhibitory promiscuity	-	0.9328	93.28%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8617	86.17%
Carcinogenicity (trinary)	Non-required	0.5437	54.37%
Eye corrosion	-	0.9392	93.92%
Eye irritation	-	0.8646	86.46%
Skin irritation	+	0.6603	66.03%
Skin corrosion	-	0.8473	84.73%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5616	56.16%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5751	57.51%
skin sensitisation	+	0.7390	73.90%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5678	56.78%
Acute Oral Toxicity (c)	III	0.6897	68.97%
Estrogen receptor binding	-	0.7040	70.40%
Androgen receptor binding	+	0.7019	70.19%
Thyroid receptor binding	-	0.6257	62.57%
Glucocorticoid receptor binding	-	0.8682	86.82%
Aromatase binding	-	0.7241	72.41%
PPAR gamma	-	0.6627	66.27%
Honey bee toxicity	-	0.8910	89.10%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.7939	79.39%

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	95.12%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.16%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.10%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.89%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.25%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	84.21%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.57%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.29%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.38%	89.00%
CHEMBL4208	P20618	Proteasome component C5	82.14%	90.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.75%	82.69%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139587889
• LOTUS: LTS0060597
• wikiData: Q105007896