Fascicularone I

Details

• Internal ID: 36d8b47a-1ebe-4a29-a2f2-26851cbe1eb0
• Taxonomy: Organoheterocyclic compounds > Lactones
• IUPAC Name: (1S,2R,3S,6S,7S,11S,12R)-1,10,11-trihydroxy-2,5,5,12-tetramethyl-8-oxatetracyclo[5.5.0.02,10.03,6]dodecan-9-one
• InChI: InChI=1S/C15H22O5/c1-6-9(16)15(19)11(17)20-10-8-7(5-12(8,2)3)13(15,4)14(6,10)18/h6-10,16,18-19H,5H2,1-4H3/t6-,7+,8-,9+,10+,13-,14-,15?/m1/s1
• InChI Key: LLSVGPGDHSNECB-LFRMZIPCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₅
• Molecular Weight: 282.33 g/mol
• Exact Mass: 282.14672380 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.07
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7476	74.76%
Caco-2	-	0.6265	62.65%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4482	44.82%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.9080	90.80%
OATP1B3 inhibitior	+	0.9674	96.74%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9236	92.36%
P-glycoprotein inhibitior	-	0.8985	89.85%
P-glycoprotein substrate	-	0.8521	85.21%
CYP3A4 substrate	+	0.5712	57.12%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.8098	80.98%
CYP3A4 inhibition	-	0.7638	76.38%
CYP2C9 inhibition	-	0.9106	91.06%
CYP2C19 inhibition	-	0.8621	86.21%
CYP2D6 inhibition	-	0.9178	91.78%
CYP1A2 inhibition	-	0.7298	72.98%
CYP2C8 inhibition	-	0.9597	95.97%
CYP inhibitory promiscuity	-	0.9573	95.73%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6063	60.63%
Eye corrosion	-	0.9799	97.99%
Eye irritation	-	0.9458	94.58%
Skin irritation	-	0.5947	59.47%
Skin corrosion	-	0.8455	84.55%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7194	71.94%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5835	58.35%
skin sensitisation	-	0.7984	79.84%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7819	78.19%
Acute Oral Toxicity (c)	III	0.4856	48.56%
Estrogen receptor binding	+	0.7761	77.61%
Androgen receptor binding	+	0.6403	64.03%
Thyroid receptor binding	+	0.6149	61.49%
Glucocorticoid receptor binding	-	0.5759	57.59%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.7048	70.48%
Honey bee toxicity	-	0.8692	86.92%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8561	85.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.69%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.31%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.17%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.05%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.21%	92.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.17%	96.61%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.87%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.34%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.09%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.01%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139584335
• LOTUS: LTS0080901
• wikiData: Q77310432