[(1R,2S,4R,5Z,7E,11S,12R)-2,12-dihydroxy-2,8,12-trimethyl-5-prop-1-en-2-yl-15-oxabicyclo[9.3.1]pentadeca-5,7-dien-4-yl] acetate

Details

• Internal ID: 0d5c1a67-77d1-467e-886d-0b29af462f89
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1R,2S,4R,5Z,7E,11S,12R)-2,12-dihydroxy-2,8,12-trimethyl-5-prop-1-en-2-yl-15-oxabicyclo[9.3.1]pentadeca-5,7-dien-4-yl] acetate
• InChI: InChI=1S/C22H34O5/c1-14(2)17-9-7-15(3)8-10-19-21(5,24)12-11-20(27-19)22(6,25)13-18(17)26-16(4)23/h7,9,18-20,24-25H,1,8,10-13H2,2-6H3/b15-7+,17-9-/t18-,19+,20-,21-,22+/m1/s1
• InChI Key: VLIMWQNLXCIOQP-KZTFKVOLSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₅
• Molecular Weight: 378.50 g/mol
• Exact Mass: 378.24062418 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.60
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9553	95.53%
Caco-2	+	0.5336	53.36%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7038	70.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8972	89.72%
OATP1B3 inhibitior	+	0.9070	90.70%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7321	73.21%
BSEP inhibitior	+	0.5520	55.20%
P-glycoprotein inhibitior	-	0.6669	66.69%
P-glycoprotein substrate	-	0.7930	79.30%
CYP3A4 substrate	+	0.6622	66.22%
CYP2C9 substrate	-	0.6085	60.85%
CYP2D6 substrate	-	0.8806	88.06%
CYP3A4 inhibition	-	0.7013	70.13%
CYP2C9 inhibition	-	0.8638	86.38%
CYP2C19 inhibition	-	0.7226	72.26%
CYP2D6 inhibition	-	0.9508	95.08%
CYP1A2 inhibition	-	0.5312	53.12%
CYP2C8 inhibition	+	0.4650	46.50%
CYP inhibitory promiscuity	-	0.9665	96.65%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6540	65.40%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.8948	89.48%
Skin irritation	+	0.5884	58.84%
Skin corrosion	-	0.9322	93.22%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6416	64.16%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5877	58.77%
skin sensitisation	-	0.7765	77.65%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.7369	73.69%
Acute Oral Toxicity (c)	III	0.4197	41.97%
Estrogen receptor binding	+	0.7598	75.98%
Androgen receptor binding	-	0.5358	53.58%
Thyroid receptor binding	+	0.5485	54.85%
Glucocorticoid receptor binding	+	0.7872	78.72%
Aromatase binding	+	0.6710	67.10%
PPAR gamma	+	0.6242	62.42%
Honey bee toxicity	-	0.8066	80.66%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	0.9734	97.34%

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	97.75%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.91%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.53%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.95%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.93%	91.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.58%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.76%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.28%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	82.22%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.12%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162962702
• LOTUS: LTS0141346
• wikiData: Q105288434