bipinnapterolide A

Details

• Internal ID: e1f50a9b-c6e8-4b02-97f2-11f14e4f04b8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (1R,2R,4S,6R,8S,9S)-8-hydroxy-6-methyl-2,9-bis(prop-1-en-2-yl)-5,14-dioxatricyclo[10.2.1.04,6]pentadec-12(15)-ene-3,7,13-trione
• SMILES (Canonical): CC(=C)C1CCC2=CC(C(C(=O)C3C(O3)(C(=O)C1O)C)C(=C)C)OC2=O
• SMILES (Isomeric): CC(=C)[C@@H]1CCC2=C[C@H]([C@H](C(=O)[C@@H]3[C@@](O3)(C(=O)[C@H]1O)C)C(=C)C)OC2=O
• InChI: InChI=1S/C20H24O6/c1-9(2)12-7-6-11-8-13(25-19(11)24)14(10(3)4)16(22)18-20(5,26-18)17(23)15(12)21/h8,12-15,18,21H,1,3,6-7H2,2,4-5H3/t12-,13+,14+,15-,18+,20-/m0/s1
• InChI Key: WOMRTJSIYKFGTI-GQVLZEMHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₆
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.15728848 g/mol
• Topological Polar Surface Area (TPSA): 93.20 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.67
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEMBL521434

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9692	96.92%
Caco-2	-	0.6829	68.29%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6729	67.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8308	83.08%
OATP1B3 inhibitior	+	0.8876	88.76%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7342	73.42%
BSEP inhibitior	-	0.9101	91.01%
P-glycoprotein inhibitior	-	0.6812	68.12%
P-glycoprotein substrate	-	0.7785	77.85%
CYP3A4 substrate	+	0.6160	61.60%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8881	88.81%
CYP3A4 inhibition	-	0.7942	79.42%
CYP2C9 inhibition	-	0.7575	75.75%
CYP2C19 inhibition	-	0.8190	81.90%
CYP2D6 inhibition	-	0.9238	92.38%
CYP1A2 inhibition	+	0.5663	56.63%
CYP2C8 inhibition	-	0.7358	73.58%
CYP inhibitory promiscuity	-	0.9284	92.84%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Danger	0.4292	42.92%
Eye corrosion	-	0.9716	97.16%
Eye irritation	-	0.8959	89.59%
Skin irritation	-	0.5316	53.16%
Skin corrosion	-	0.8136	81.36%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8023	80.23%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5908	59.08%
skin sensitisation	-	0.7412	74.12%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5192	51.92%
Acute Oral Toxicity (c)	III	0.4496	44.96%
Estrogen receptor binding	+	0.5872	58.72%
Androgen receptor binding	+	0.5633	56.33%
Thyroid receptor binding	-	0.5611	56.11%
Glucocorticoid receptor binding	+	0.7184	71.84%
Aromatase binding	-	0.6993	69.93%
PPAR gamma	-	0.6082	60.82%
Honey bee toxicity	-	0.7846	78.46%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9520	95.20%

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	99.43%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.01%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.97%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.90%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.83%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.22%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.42%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.50%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.44%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.91%	86.33%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.41%	97.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.05%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.64%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10689865
• LOTUS: LTS0137861
• wikiData: Q105309596