2-[(9-Hydroxy-3,5-dimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-4-yl)methyl]-3,4,5-trimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-9-ol

Details

• Internal ID: 9265329c-484b-4ec3-a001-e01ae95e013a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 2-[(9-hydroxy-3,5-dimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-4-yl)methyl]-3,4,5-trimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-9-ol
• SMILES (Canonical): CC1CCCC2=C1C(=C3C(=C(OC3=C2O)CC4=C5C(=COC5=C(C6=C4C(CCC6)C)O)C)C)C
• SMILES (Isomeric): CC1CCCC2=C1C(=C3C(=C(OC3=C2O)CC4=C5C(=COC5=C(C6=C4C(CCC6)C)O)C)C)C
• InChI: InChI=1S/C30H34O4/c1-14-8-6-10-19-23(14)18(5)26-17(4)22(34-30(26)28(19)32)12-21-24-15(2)9-7-11-20(24)27(31)29-25(21)16(3)13-33-29/h13-15,31-32H,6-12H2,1-5H3
• InChI Key: YAJPEVBXCVNKQK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₄O₄
• Molecular Weight: 458.60 g/mol
• Exact Mass: 458.24570956 g/mol
• Topological Polar Surface Area (TPSA): 66.70 Ų
• XlogP: 8.50
• Atomic LogP (AlogP): 7.99
• H-Bond Acceptor: 4
• 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	+	0.9754	97.54%
Caco-2	-	0.5263	52.63%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7789	77.89%
OATP2B1 inhibitior	+	0.5700	57.00%
OATP1B1 inhibitior	+	0.7781	77.81%
OATP1B3 inhibitior	+	0.8396	83.96%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6313	63.13%
P-glycoprotein inhibitior	-	0.4854	48.54%
P-glycoprotein substrate	-	0.6587	65.87%
CYP3A4 substrate	+	0.5586	55.86%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	+	0.4054	40.54%
CYP3A4 inhibition	-	0.8148	81.48%
CYP2C9 inhibition	-	0.7378	73.78%
CYP2C19 inhibition	-	0.6602	66.02%
CYP2D6 inhibition	-	0.8818	88.18%
CYP1A2 inhibition	+	0.7769	77.69%
CYP2C8 inhibition	+	0.6802	68.02%
CYP inhibitory promiscuity	+	0.5287	52.87%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.4833	48.33%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.7617	76.17%
Skin irritation	-	0.7091	70.91%
Skin corrosion	-	0.8953	89.53%
Ames mutagenesis	+	0.5846	58.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7267	72.67%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8240	82.40%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.9888	98.88%
Acute Oral Toxicity (c)	III	0.5615	56.15%
Estrogen receptor binding	+	0.6968	69.68%
Androgen receptor binding	+	0.7024	70.24%
Thyroid receptor binding	+	0.5830	58.30%
Glucocorticoid receptor binding	+	0.7416	74.16%
Aromatase binding	+	0.6273	62.73%
PPAR gamma	+	0.7610	76.10%
Honey bee toxicity	-	0.9107	91.07%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9846	98.46%

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	97.90%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.10%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.41%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.42%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.50%	93.04%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.87%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.34%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.15%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.11%	95.56%

Plants that contains it

• Ligularia virgaurea

Cross-Links

• PubChem: 75052138
• LOTUS: LTS0029893
• wikiData: Q105345428