(5S,8S)-3,4,5-trimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-8-ol

Details

• Internal ID: 17856b58-9485-410f-b9ad-7d7841fe64a7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (5S,8S)-3,4,5-trimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-8-ol
• InChI: InChI=1S/C15H18O2/c1-8-4-5-12(16)11-6-13-15(9(2)7-17-13)10(3)14(8)11/h6-8,12,16H,4-5H2,1-3H3/t8-,12-/m0/s1
• InChI Key: ZRWPAGVTPFFNTL-UFBFGSQYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₂
• Molecular Weight: 230.30 g/mol
• Exact Mass: 230.130679813 g/mol
• Topological Polar Surface Area (TPSA): 33.40 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.98
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6861	68.61%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4433	44.33%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.9239	92.39%
OATP1B3 inhibitior	+	0.9262	92.62%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9534	95.34%
P-glycoprotein inhibitior	-	0.9345	93.45%
P-glycoprotein substrate	-	0.8264	82.64%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.5550	55.50%
CYP2D6 substrate	+	0.3970	39.70%
CYP3A4 inhibition	-	0.8843	88.43%
CYP2C9 inhibition	-	0.8294	82.94%
CYP2C19 inhibition	-	0.6472	64.72%
CYP2D6 inhibition	-	0.8941	89.41%
CYP1A2 inhibition	+	0.8151	81.51%
CYP2C8 inhibition	-	0.6065	60.65%
CYP inhibitory promiscuity	-	0.8529	85.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.4330	43.30%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.9407	94.07%
Skin irritation	-	0.6565	65.65%
Skin corrosion	-	0.9057	90.57%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4743	47.43%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.6077	60.77%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9114	91.14%
Acute Oral Toxicity (c)	III	0.7264	72.64%
Estrogen receptor binding	+	0.5636	56.36%
Androgen receptor binding	+	0.7076	70.76%
Thyroid receptor binding	-	0.5441	54.41%
Glucocorticoid receptor binding	-	0.5323	53.23%
Aromatase binding	-	0.6990	69.90%
PPAR gamma	-	0.5339	53.39%
Honey bee toxicity	-	0.9302	93.02%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.8436	84.36%

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	95.16%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	93.39%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.52%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.71%	92.94%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.99%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.34%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.61%	97.09%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.14%	90.24%
CHEMBL2581	P07339	Cathepsin D	81.25%	98.95%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.12%	93.65%

Plants that contains it

• Ligularia macrophylla

Cross-Links

• PubChem: 23627125
• NPASS: NPC158871
• LOTUS: LTS0178541
• wikiData: Q105382289