Bipolarolide A

Details

• Internal ID: b1eb9fae-ff58-482d-ae4c-0f771def620b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (6S)-6-[(1R,3R,4S,8R,11S,12R,14S)-3-hydroxy-5-(hydroxymethyl)-1,12-dimethyl-15-oxapentacyclo[9.3.1.03,8.04,14.08,12]pentadeca-5,9-dien-9-yl]-2-methylhept-2-en-4-one
• InChI: InChI=1S/C25H34O4/c1-14(2)8-17(27)9-15(3)18-10-20-22(4)11-19-21-16(12-26)6-7-24(18,22)25(21,28)13-23(19,5)29-20/h6,8,10,15,19-21,26,28H,7,9,11-13H2,1-5H3/t15-,19-,20-,21+,22-,23+,24+,25+/m0/s1
• InChI Key: FFBNPNUIIAQGSW-LAUZNSQXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₄
• Molecular Weight: 398.50 g/mol
• Exact Mass: 398.24570956 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 3.73
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9883	98.83%
Caco-2	+	0.6464	64.64%
Blood Brain Barrier	+	0.6135	61.35%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6455	64.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8677	86.77%
OATP1B3 inhibitior	+	0.9577	95.77%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8567	85.67%
BSEP inhibitior	+	0.9534	95.34%
P-glycoprotein inhibitior	-	0.6537	65.37%
P-glycoprotein substrate	+	0.5330	53.30%
CYP3A4 substrate	+	0.6650	66.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8853	88.53%
CYP3A4 inhibition	-	0.8214	82.14%
CYP2C9 inhibition	-	0.8029	80.29%
CYP2C19 inhibition	-	0.8062	80.62%
CYP2D6 inhibition	-	0.9252	92.52%
CYP1A2 inhibition	-	0.7868	78.68%
CYP2C8 inhibition	+	0.4725	47.25%
CYP inhibitory promiscuity	-	0.8604	86.04%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9813	98.13%
Carcinogenicity (trinary)	Non-required	0.6611	66.11%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9628	96.28%
Skin irritation	-	0.6813	68.13%
Skin corrosion	-	0.9529	95.29%
Ames mutagenesis	+	0.5346	53.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7672	76.72%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8003	80.03%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5057	50.57%
Acute Oral Toxicity (c)	III	0.4725	47.25%
Estrogen receptor binding	+	0.8288	82.88%
Androgen receptor binding	+	0.7796	77.96%
Thyroid receptor binding	+	0.7244	72.44%
Glucocorticoid receptor binding	+	0.8278	82.78%
Aromatase binding	+	0.7449	74.49%
PPAR gamma	+	0.5607	56.07%
Honey bee toxicity	-	0.7871	78.71%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9467	94.67%

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	98.26%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.30%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.86%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	90.46%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.04%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.03%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.91%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.66%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.53%	91.24%
CHEMBL3401	O75469	Pregnane X receptor	83.61%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.20%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.56%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.43%	96.61%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.05%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682155
• LOTUS: LTS0205601
• wikiData: Q104994330