(1R,5S,6R)-5-hydroxy-4-methoxy-1-(3,7,11-trimethyldodeca-2,6,10-trienyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one

Details

• Internal ID: f17df506-db4e-433c-b1c6-5b51a45377a2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,5S,6R)-5-hydroxy-4-methoxy-1-(3,7,11-trimethyldodeca-2,6,10-trienyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one
• InChI: InChI=1S/C22H32O4/c1-15(2)8-6-9-16(3)10-7-11-17(4)12-13-22-19(23)14-18(25-5)20(24)21(22)26-22/h8,10,12,14,20-21,24H,6-7,9,11,13H2,1-5H3/t20-,21-,22+/m1/s1
• InChI Key: URXBIEAAUGXNIJ-VSKRKVRLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₄
• Molecular Weight: 360.50 g/mol
• Exact Mass: 360.23005950 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.41
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9628	96.28%
Caco-2	+	0.6274	62.74%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7079	70.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8883	88.83%
OATP1B3 inhibitior	+	0.9431	94.31%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.5564	55.64%
BSEP inhibitior	+	0.8351	83.51%
P-glycoprotein inhibitior	+	0.6504	65.04%
P-glycoprotein substrate	-	0.8044	80.44%
CYP3A4 substrate	+	0.5710	57.10%
CYP2C9 substrate	-	0.7917	79.17%
CYP2D6 substrate	-	0.8537	85.37%
CYP3A4 inhibition	-	0.8018	80.18%
CYP2C9 inhibition	-	0.6921	69.21%
CYP2C19 inhibition	-	0.6290	62.90%
CYP2D6 inhibition	-	0.9270	92.70%
CYP1A2 inhibition	-	0.6621	66.21%
CYP2C8 inhibition	-	0.8054	80.54%
CYP inhibitory promiscuity	-	0.9198	91.98%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8843	88.43%
Carcinogenicity (trinary)	Non-required	0.6758	67.58%
Eye corrosion	-	0.9847	98.47%
Eye irritation	-	0.9667	96.67%
Skin irritation	-	0.5675	56.75%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6463	64.63%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5553	55.53%
skin sensitisation	-	0.6537	65.37%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.7059	70.59%
Acute Oral Toxicity (c)	III	0.5168	51.68%
Estrogen receptor binding	+	0.5354	53.54%
Androgen receptor binding	+	0.5735	57.35%
Thyroid receptor binding	+	0.6380	63.80%
Glucocorticoid receptor binding	+	0.7547	75.47%
Aromatase binding	+	0.7353	73.53%
PPAR gamma	+	0.6341	63.41%
Honey bee toxicity	-	0.7463	74.63%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9423	94.23%

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	97.39%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.13%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.58%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.63%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	90.05%	94.73%
CHEMBL2581	P07339	Cathepsin D	88.06%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.46%	86.33%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.22%	92.08%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	86.86%	85.30%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.26%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.12%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.26%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139586301
• LOTUS: LTS0003449
• wikiData: Q77503636