[(4S,4aR,5S,8S,8aS)-8-hydroxy-3,4a,5-trimethyl-9-oxo-4,5,6,7,8,8a-hexahydrobenzo[f][1]benzofuran-4-yl] propanoate

Details

• Internal ID: 3fccaaef-e512-416a-9363-6570f73055d5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: [(4S,4aR,5S,8S,8aS)-8-hydroxy-3,4a,5-trimethyl-9-oxo-4,5,6,7,8,8a-hexahydrobenzo[f][1]benzofuran-4-yl] propanoate
• InChI: InChI=1S/C18H24O5/c1-5-12(20)23-17-13-9(2)8-22-16(13)15(21)14-11(19)7-6-10(3)18(14,17)4/h8,10-11,14,17,19H,5-7H2,1-4H3/t10-,11-,14-,17+,18+/m0/s1
• InChI Key: RAACSEOQLZLKQJ-LGQNPDNSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₅
• Molecular Weight: 320.40 g/mol
• Exact Mass: 320.16237386 g/mol
• Topological Polar Surface Area (TPSA): 76.70 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	+	0.7732	77.32%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6550	65.50%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8847	88.47%
OATP1B3 inhibitior	+	0.8113	81.13%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8522	85.22%
P-glycoprotein inhibitior	-	0.7213	72.13%
P-glycoprotein substrate	-	0.6842	68.42%
CYP3A4 substrate	+	0.6264	62.64%
CYP2C9 substrate	-	0.5959	59.59%
CYP2D6 substrate	-	0.8564	85.64%
CYP3A4 inhibition	-	0.5997	59.97%
CYP2C9 inhibition	-	0.7191	71.91%
CYP2C19 inhibition	-	0.8220	82.20%
CYP2D6 inhibition	-	0.9586	95.86%
CYP1A2 inhibition	-	0.6714	67.14%
CYP2C8 inhibition	-	0.6191	61.91%
CYP inhibitory promiscuity	-	0.8781	87.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5779	57.79%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9496	94.96%
Skin irritation	-	0.6043	60.43%
Skin corrosion	-	0.8500	85.00%
Ames mutagenesis	-	0.6472	64.72%
Human Ether-a-go-go-Related Gene inhibition	-	0.4612	46.12%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5351	53.51%
skin sensitisation	-	0.8564	85.64%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8856	88.56%
Acute Oral Toxicity (c)	III	0.4996	49.96%
Estrogen receptor binding	+	0.5714	57.14%
Androgen receptor binding	+	0.6700	67.00%
Thyroid receptor binding	+	0.5315	53.15%
Glucocorticoid receptor binding	+	0.7372	73.72%
Aromatase binding	-	0.6909	69.09%
PPAR gamma	+	0.5626	56.26%
Honey bee toxicity	-	0.8880	88.80%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9736	97.36%

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	97.28%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.50%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.17%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.15%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.68%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.67%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.60%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	83.78%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.76%	86.33%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.68%	97.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.61%	99.23%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.31%	90.24%
CHEMBL340	P08684	Cytochrome P450 3A4	80.63%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.51%	92.62%

Plants that contains it

• Senecio chionophilus

Cross-Links

• PubChem: 46927865
• LOTUS: LTS0224216
• wikiData: Q105232489