[2,5-Dihydroxy-6-(1-hydroxy-3,7,11-trimethyldodeca-2,6,10-trienyl)-7-oxabicyclo[4.1.0]hept-3-en-3-yl]methyl acetate

Details

• Internal ID: 9c333c9d-1366-4684-8a4b-c369d4269032
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [2,5-dihydroxy-6-(1-hydroxy-3,7,11-trimethyldodeca-2,6,10-trienyl)-7-oxabicyclo[4.1.0]hept-3-en-3-yl]methyl acetate
• SMILES (Canonical): CC(=CCCC(=CCCC(=CC(C12C(C=C(C(C1O2)O)COC(=O)C)O)O)C)C)C
• SMILES (Isomeric): CC(=CCCC(=CCCC(=CC(C12C(C=C(C(C1O2)O)COC(=O)C)O)O)C)C)C
• InChI: InChI=1S/C24H36O6/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/h8,10,12-13,20-23,26-28H,6-7,9,11,14H2,1-5H3
• InChI Key: FOIBYGGVEAKTKV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₆O₆
• Molecular Weight: 420.50 g/mol
• Exact Mass: 420.25118886 g/mol
• Topological Polar Surface Area (TPSA): 99.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.13
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8978	89.78%
Caco-2	-	0.6622	66.22%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7801	78.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8731	87.31%
OATP1B3 inhibitior	+	0.8901	89.01%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5276	52.76%
BSEP inhibitior	+	0.9105	91.05%
P-glycoprotein inhibitior	-	0.4650	46.50%
P-glycoprotein substrate	-	0.7622	76.22%
CYP3A4 substrate	+	0.6176	61.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8342	83.42%
CYP3A4 inhibition	-	0.8885	88.85%
CYP2C9 inhibition	+	0.5522	55.22%
CYP2C19 inhibition	-	0.6718	67.18%
CYP2D6 inhibition	-	0.8998	89.98%
CYP1A2 inhibition	-	0.6719	67.19%
CYP2C8 inhibition	-	0.6916	69.16%
CYP inhibitory promiscuity	-	0.8366	83.66%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6773	67.73%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9446	94.46%
Skin irritation	-	0.6630	66.30%
Skin corrosion	-	0.9551	95.51%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5720	57.20%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5850	58.50%
skin sensitisation	-	0.7299	72.99%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.7058	70.58%
Acute Oral Toxicity (c)	III	0.5177	51.77%
Estrogen receptor binding	+	0.7611	76.11%
Androgen receptor binding	+	0.5469	54.69%
Thyroid receptor binding	+	0.5694	56.94%
Glucocorticoid receptor binding	+	0.7595	75.95%
Aromatase binding	+	0.6419	64.19%
PPAR gamma	+	0.6666	66.66%
Honey bee toxicity	-	0.6863	68.63%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9908	99.08%

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	97.51%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.48%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.39%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.52%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.94%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.50%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.38%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.69%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	84.56%	91.19%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	83.79%	92.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73082278
• LOTUS: LTS0099230
• wikiData: Q104998781