Acremeremophilane L

Details

• Internal ID: 3bfdc02d-3628-4075-b869-270ca2a78e97
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4aR,5S,8S,8aR)-8,8a-dihydroxy-3,4a,5-trimethyl-5,8-dihydro-4H-benzo[f][1]benzofuran-2-one
• SMILES (Canonical): CC1C=CC(C2(C1(CC3=C(C(=O)OC3=C2)C)C)O)O
• SMILES (Isomeric): C[C@H]1C=C[C@@H]([C@@]2([C@@]1(CC3=C(C(=O)OC3=C2)C)C)O)O
• InChI: InChI=1S/C15H18O4/c1-8-4-5-12(16)15(18)7-11-10(6-14(8,15)3)9(2)13(17)19-11/h4-5,7-8,12,16,18H,6H2,1-3H3/t8-,12-,14+,15-/m0/s1
• InChI Key: HEZAHRXDYSPIIV-WQLKMTMSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.45
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• (4aR,5S,8S,8aR)-8,8a-dihydroxy-3,4a,5-trimethyl-5,8-dihydro-4H-benzo(f)(1)benzofuran-2-one
• (4aR,5S,8S,8aR)-8,8a-dihydroxy-3,4a,5-trimethyl-5,8-dihydro-4H-benzo[f][1]benzofuran-2-one
• RefChem:109326
• CHEMBL4514797
• CHEBI:227447
• (4aR,5S,8S,8aR)-8,8a-dihydroxy-3,4a,5-trimethyl-5,8-dihydro-4H-benzo[][1]benzouran-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9868	98.68%
Caco-2	+	0.5115	51.15%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5991	59.91%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.8963	89.63%
OATP1B3 inhibitior	+	0.9222	92.22%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8602	86.02%
P-glycoprotein inhibitior	-	0.9393	93.93%
P-glycoprotein substrate	-	0.8205	82.05%
CYP3A4 substrate	+	0.5679	56.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8782	87.82%
CYP3A4 inhibition	-	0.7861	78.61%
CYP2C9 inhibition	-	0.7810	78.10%
CYP2C19 inhibition	-	0.7965	79.65%
CYP2D6 inhibition	-	0.9064	90.64%
CYP1A2 inhibition	-	0.5934	59.34%
CYP2C8 inhibition	-	0.8877	88.77%
CYP inhibitory promiscuity	-	0.6913	69.13%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.3946	39.46%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9568	95.68%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9064	90.64%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7091	70.91%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5993	59.93%
skin sensitisation	-	0.7482	74.82%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.5688	56.88%
Acute Oral Toxicity (c)	III	0.3809	38.09%
Estrogen receptor binding	-	0.6482	64.82%
Androgen receptor binding	+	0.5201	52.01%
Thyroid receptor binding	+	0.5314	53.14%
Glucocorticoid receptor binding	-	0.5785	57.85%
Aromatase binding	-	0.7014	70.14%
PPAR gamma	-	0.5393	53.93%
Honey bee toxicity	-	0.8991	89.91%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9897	98.97%

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	93.46%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.42%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.66%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.63%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.79%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	83.79%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.33%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	81.15%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.08%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.41%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132520166
• LOTUS: LTS0112527
• wikiData: Q105027168