Acremeremophilane B

Details

• Internal ID: 921504f9-ee80-4e17-8481-068af711a577
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 2-[(2S,7S,8R,8aR)-7-[(E)-hex-4-enoyl]oxy-8,8a-dimethyl-3-oxo-1,2,7,8-tetrahydronaphthalen-2-yl]prop-2-enoic acid
• InChI: InChI=1S/C21H26O5/c1-5-6-7-8-19(23)26-18-10-9-15-11-17(22)16(13(2)20(24)25)12-21(15,4)14(18)3/h5-6,9-11,14,16,18H,2,7-8,12H2,1,3-4H3,(H,24,25)/b6-5+/t14-,16-,18-,21+/m0/s1
• InChI Key: XTLWKIPRGWJGEX-QCPSKTABSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₅
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.17802393 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.62
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• CHEMBL4529119

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9843	98.43%
Caco-2	-	0.5765	57.65%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7732	77.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7537	75.37%
OATP1B3 inhibitior	-	0.2822	28.22%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7521	75.21%
BSEP inhibitior	+	0.6635	66.35%
P-glycoprotein inhibitior	-	0.5871	58.71%
P-glycoprotein substrate	-	0.5649	56.49%
CYP3A4 substrate	+	0.6303	63.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9161	91.61%
CYP3A4 inhibition	-	0.5674	56.74%
CYP2C9 inhibition	-	0.8600	86.00%
CYP2C19 inhibition	-	0.9052	90.52%
CYP2D6 inhibition	-	0.9044	90.44%
CYP1A2 inhibition	-	0.6265	62.65%
CYP2C8 inhibition	-	0.6623	66.23%
CYP inhibitory promiscuity	-	0.8211	82.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.6393	63.93%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9408	94.08%
Skin irritation	+	0.6122	61.22%
Skin corrosion	-	0.9360	93.60%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7510	75.10%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5158	51.58%
skin sensitisation	-	0.6556	65.56%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6250	62.50%
Acute Oral Toxicity (c)	III	0.8673	86.73%
Estrogen receptor binding	+	0.8370	83.70%
Androgen receptor binding	+	0.5892	58.92%
Thyroid receptor binding	-	0.5636	56.36%
Glucocorticoid receptor binding	+	0.7563	75.63%
Aromatase binding	+	0.5723	57.23%
PPAR gamma	+	0.6165	61.65%
Honey bee toxicity	-	0.8157	81.57%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9946	99.46%

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	97.39%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.56%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.84%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.30%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.80%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.52%	99.17%
CHEMBL4208	P20618	Proteasome component C5	86.37%	90.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.41%	90.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.35%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.69%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.62%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.53%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.31%	91.07%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.94%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132520154
• LOTUS: LTS0012953
• wikiData: Q105341652