[(1S,2S,5S,6R)-2,5-dihydroxy-6-[(1S,2E,4E,6E)-1-hydroxy-3,7,11-trimethyldodeca-2,4,6,10-tetraenyl]-7-oxabicyclo[4.1.0]hept-3-en-3-yl]methyl acetate

Details

• Internal ID: c83c7a8d-ec25-4ca3-a265-3517816e70d9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,2S,5S,6R)-2,5-dihydroxy-6-[(1S,2E,4E,6E)-1-hydroxy-3,7,11-trimethyldodeca-2,4,6,10-tetraenyl]-7-oxabicyclo[4.1.0]hept-3-en-3-yl]methyl acetate
• InChI: InChI=1S/C24H34O6/c1-15(2)8-6-9-16(3)10-7-11-17(4)12-20(26)24-21(27)13-19(14-29-18(5)25)22(28)23(24)30-24/h7-8,10-13,20-23,26-28H,6,9,14H2,1-5H3/b11-7+,16-10+,17-12+/t20-,21-,22-,23-,24+/m0/s1
• InChI Key: NDCFIPJZZPUYCA-OSQLAUHKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₄O₆
• Molecular Weight: 418.50 g/mol
• Exact Mass: 418.23553880 g/mol
• Topological Polar Surface Area (TPSA): 99.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 6
• 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	+	0.8841	88.41%
Caco-2	-	0.6701	67.01%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7158	71.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8501	85.01%
OATP1B3 inhibitior	+	0.8967	89.67%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	+	0.9270	92.70%
P-glycoprotein inhibitior	-	0.4946	49.46%
P-glycoprotein substrate	-	0.6382	63.82%
CYP3A4 substrate	+	0.6535	65.35%
CYP2C9 substrate	-	0.8399	83.99%
CYP2D6 substrate	-	0.8600	86.00%
CYP3A4 inhibition	-	0.8932	89.32%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.7164	71.64%
CYP2D6 inhibition	-	0.8892	88.92%
CYP1A2 inhibition	-	0.6895	68.95%
CYP2C8 inhibition	-	0.5958	59.58%
CYP inhibitory promiscuity	-	0.7696	76.96%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6402	64.02%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9510	95.10%
Skin irritation	-	0.6552	65.52%
Skin corrosion	-	0.9357	93.57%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3785	37.85%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5599	55.99%
skin sensitisation	-	0.7080	70.80%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.7581	75.81%
Acute Oral Toxicity (c)	III	0.5682	56.82%
Estrogen receptor binding	+	0.8125	81.25%
Androgen receptor binding	-	0.5060	50.60%
Thyroid receptor binding	+	0.5600	56.00%
Glucocorticoid receptor binding	+	0.7367	73.67%
Aromatase binding	+	0.6132	61.32%
PPAR gamma	+	0.6288	62.88%
Honey bee toxicity	-	0.7108	71.08%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9582	95.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.15%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	94.69%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.66%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.53%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.22%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.86%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.79%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.59%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	84.29%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.64%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.55%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.55%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.10%	94.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162845738
• LOTUS: LTS0206164
• wikiData: Q105177483