Premacrophorindiol

Details

• Internal ID: 5f5863a7-c08a-4aca-b63c-b9c56aeeff88
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,5R,6S)-5-hydroxy-1-(11-hydroxy-3,7,11-trimethyldodeca-2,6-dienyl)-4-methyl-7-oxabicyclo[4.1.0]hept-3-en-2-one
• InChI: InChI=1S/C22H34O4/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/h8,11,14,19-20,24-25H,6-7,9-10,12-13H2,1-5H3/t19-,20+,22-/m1/s1
• InChI Key: NERQZCKFIOERIY-RZUBCFFCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₄
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.24570956 g/mol
• Topological Polar Surface Area (TPSA): 70.10 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 4.02
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9742	97.42%
Caco-2	+	0.5494	54.94%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6676	66.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8651	86.51%
OATP1B3 inhibitior	+	0.9525	95.25%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6064	60.64%
BSEP inhibitior	+	0.8056	80.56%
P-glycoprotein inhibitior	-	0.6358	63.58%
P-glycoprotein substrate	-	0.6156	61.56%
CYP3A4 substrate	+	0.6262	62.62%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.8608	86.08%
CYP3A4 inhibition	-	0.6826	68.26%
CYP2C9 inhibition	-	0.6967	69.67%
CYP2C19 inhibition	-	0.6434	64.34%
CYP2D6 inhibition	-	0.9302	93.02%
CYP1A2 inhibition	-	0.7432	74.32%
CYP2C8 inhibition	-	0.7161	71.61%
CYP inhibitory promiscuity	-	0.9329	93.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6516	65.16%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9574	95.74%
Skin irritation	-	0.5268	52.68%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7158	71.58%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.6523	65.23%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.5698	56.98%
Acute Oral Toxicity (c)	III	0.4887	48.87%
Estrogen receptor binding	+	0.6892	68.92%
Androgen receptor binding	-	0.4906	49.06%
Thyroid receptor binding	+	0.7387	73.87%
Glucocorticoid receptor binding	+	0.8007	80.07%
Aromatase binding	+	0.7144	71.44%
PPAR gamma	+	0.5385	53.85%
Honey bee toxicity	-	0.8336	83.36%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9612	96.12%

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	96.51%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.38%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.26%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	93.95%	94.73%
CHEMBL2581	P07339	Cathepsin D	91.30%	98.95%
CHEMBL2039	P27338	Monoamine oxidase B	89.55%	92.51%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.56%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.41%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.29%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.04%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.30%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.23%	94.45%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.21%	96.90%

Plants that contains it

• Curculigo sinensis

Cross-Links

• PubChem: 146682221
• LOTUS: LTS0101989
• wikiData: Q105186360