Premacrophorintriol-I

Details

• Internal ID: 54c9eaa0-ead8-48fb-9d43-fd9ae402bdb5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,5R,6S)-1-(10,11-dihydroxy-3,7,11-trimethyldodeca-2,6-dienyl)-5-hydroxy-4-methyl-7-oxabicyclo[4.1.0]hept-3-en-2-one
• InChI: InChI=1S/C22H34O5/c1-14(9-10-17(23)21(4,5)26)7-6-8-15(2)11-12-22-18(24)13-16(3)19(25)20(22)27-22/h7,11,13,17,19-20,23,25-26H,6,8-10,12H2,1-5H3/t17?,19-,20+,22-/m1/s1
• InChI Key: SQKDOTYACJMOID-UXGKSEPASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₅
• Molecular Weight: 378.50 g/mol
• Exact Mass: 378.24062418 g/mol
• Topological Polar Surface Area (TPSA): 90.30 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9573	95.73%
Caco-2	-	0.5667	56.67%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6903	69.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8861	88.61%
OATP1B3 inhibitior	+	0.9454	94.54%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6188	61.88%
P-glycoprotein inhibitior	-	0.6764	67.64%
P-glycoprotein substrate	-	0.5878	58.78%
CYP3A4 substrate	+	0.6344	63.44%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8614	86.14%
CYP3A4 inhibition	-	0.6572	65.72%
CYP2C9 inhibition	-	0.6810	68.10%
CYP2C19 inhibition	-	0.6261	62.61%
CYP2D6 inhibition	-	0.9301	93.01%
CYP1A2 inhibition	-	0.7258	72.58%
CYP2C8 inhibition	-	0.7812	78.12%
CYP inhibitory promiscuity	-	0.9573	95.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6575	65.75%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9658	96.58%
Skin irritation	-	0.5430	54.30%
Skin corrosion	-	0.9359	93.59%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7408	74.08%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.6683	66.83%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.4603	46.03%
Acute Oral Toxicity (c)	III	0.4950	49.50%
Estrogen receptor binding	+	0.5963	59.63%
Androgen receptor binding	+	0.5276	52.76%
Thyroid receptor binding	+	0.7149	71.49%
Glucocorticoid receptor binding	+	0.8006	80.06%
Aromatase binding	+	0.7242	72.42%
PPAR gamma	+	0.5476	54.76%
Honey bee toxicity	-	0.7716	77.16%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9659	96.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.63%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.12%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.77%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	95.65%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.84%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.15%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.23%	94.45%
CHEMBL2039	P27338	Monoamine oxidase B	86.07%	92.51%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.53%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.85%	93.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.75%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.43%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.06%	96.90%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.91%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.95%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682222
• LOTUS: LTS0239803
• wikiData: Q105258043