Phellilin B

Details

• Internal ID: 0648aadf-86d3-4a05-a662-062a55111203
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: 3-[(2S,3R)-3-hydroxy-4,4-dimethyl-1,2,3,3a,5,6-hexahydroinden-2-yl]but-2-enoic acid
• SMILES (Canonical): CC(=CC(=O)O)C1CC2=CCCC(C2C1O)(C)C
• SMILES (Isomeric): CC(=CC(=O)O)[C@@H]1CC2=CCCC(C2[C@@H]1O)(C)C
• InChI: InChI=1S/C15H22O3/c1-9(7-12(16)17)11-8-10-5-4-6-15(2,3)13(10)14(11)18/h5,7,11,13-14,18H,4,6,8H2,1-3H3,(H,16,17)/t11-,13?,14+/m0/s1
• InChI Key: GNCWMCSOOYUYGR-JDZGAICCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.76
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.6234	62.34%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8336	83.36%
OATP2B1 inhibitior	-	0.8534	85.34%
OATP1B1 inhibitior	+	0.9128	91.28%
OATP1B3 inhibitior	+	0.8686	86.86%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.8171	81.71%
P-glycoprotein inhibitior	-	0.9504	95.04%
P-glycoprotein substrate	-	0.8459	84.59%
CYP3A4 substrate	+	0.5259	52.59%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	-	0.9050	90.50%
CYP3A4 inhibition	-	0.8780	87.80%
CYP2C9 inhibition	-	0.7770	77.70%
CYP2C19 inhibition	-	0.8606	86.06%
CYP2D6 inhibition	-	0.9265	92.65%
CYP1A2 inhibition	-	0.6902	69.02%
CYP2C8 inhibition	-	0.8238	82.38%
CYP inhibitory promiscuity	-	0.7899	78.99%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5634	56.34%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9176	91.76%
Skin irritation	+	0.6733	67.33%
Skin corrosion	-	0.9648	96.48%
Ames mutagenesis	-	0.5077	50.77%
Human Ether-a-go-go-Related Gene inhibition	+	0.7180	71.80%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	+	0.6282	62.82%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.4700	47.00%
Acute Oral Toxicity (c)	III	0.5997	59.97%
Estrogen receptor binding	-	0.7940	79.40%
Androgen receptor binding	-	0.7067	70.67%
Thyroid receptor binding	-	0.6147	61.47%
Glucocorticoid receptor binding	-	0.4754	47.54%
Aromatase binding	-	0.7298	72.98%
PPAR gamma	-	0.6438	64.38%
Honey bee toxicity	-	0.8308	83.08%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.47%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.03%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.90%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.76%	94.45%
CHEMBL2581	P07339	Cathepsin D	85.76%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.46%	95.56%
CHEMBL2061	P19793	Retinoid X receptor alpha	83.94%	91.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.69%	89.00%
CHEMBL5028	O14672	ADAM10	82.07%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.62%	100.00%
CHEMBL1870	P28702	Retinoid X receptor beta	81.03%	95.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.68%	86.33%

Plants that contains it

• Hopea indica
• Vatica oblongifolia

Cross-Links

• PubChem: 139583931
• LOTUS: LTS0150938
• wikiData: Q105352529