Premacrophorintriol-II

Details

• Internal ID: 16235857-55ee-4412-a4c3-0956aba93987
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,2R,5R,6S)-1-(11-hydroxy-3,7,11-trimethyldodeca-2,6-dienyl)-4-methyl-7-oxabicyclo[4.1.0]hept-3-ene-2,5-diol
• InChI: InChI=1S/C22H36O4/c1-15(10-7-12-21(4,5)25)8-6-9-16(2)11-13-22-18(23)14-17(3)19(24)20(22)26-22/h8,11,14,18-20,23-25H,6-7,9-10,12-13H2,1-5H3/t18-,19-,20+,22-/m1/s1
• InChI Key: GWVCFDCDFFGRDG-XWSHUIEDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₄
• Molecular Weight: 364.50 g/mol
• Exact Mass: 364.26135963 g/mol
• Topological Polar Surface Area (TPSA): 73.20 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.81
• H-Bond Acceptor: 4
• 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	+	0.9640	96.40%
Caco-2	+	0.5472	54.72%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5600	56.00%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.8578	85.78%
OATP1B3 inhibitior	+	0.9550	95.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6564	65.64%
BSEP inhibitior	+	0.6641	66.41%
P-glycoprotein inhibitior	-	0.6557	65.57%
P-glycoprotein substrate	-	0.5290	52.90%
CYP3A4 substrate	+	0.5986	59.86%
CYP2C9 substrate	-	0.7872	78.72%
CYP2D6 substrate	-	0.7271	72.71%
CYP3A4 inhibition	-	0.7216	72.16%
CYP2C9 inhibition	-	0.7080	70.80%
CYP2C19 inhibition	-	0.6404	64.04%
CYP2D6 inhibition	-	0.9306	93.06%
CYP1A2 inhibition	-	0.7615	76.15%
CYP2C8 inhibition	-	0.6066	60.66%
CYP inhibitory promiscuity	-	0.9122	91.22%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6503	65.03%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9593	95.93%
Skin irritation	-	0.5598	55.98%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6743	67.43%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.6392	63.92%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6312	63.12%
Acute Oral Toxicity (c)	III	0.4867	48.67%
Estrogen receptor binding	+	0.6630	66.30%
Androgen receptor binding	-	0.5997	59.97%
Thyroid receptor binding	+	0.7628	76.28%
Glucocorticoid receptor binding	+	0.8007	80.07%
Aromatase binding	+	0.6971	69.71%
PPAR gamma	+	0.6422	64.22%
Honey bee toxicity	-	0.8368	83.68%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9469	94.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3401	O75469	Pregnane X receptor	94.62%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.07%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.05%	97.25%
CHEMBL2039	P27338	Monoamine oxidase B	91.78%	92.51%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.62%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	85.69%	92.08%
CHEMBL2581	P07339	Cathepsin D	84.52%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.95%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.99%	99.17%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.55%	96.90%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.21%	86.33%
CHEMBL1977	P11473	Vitamin D receptor	80.65%	99.43%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682214
• LOTUS: LTS0159512
• wikiData: Q105022802