(3b,6b,8a,12a)-8,12-Epoxy-7(11)-eremophilene-6,8,12-trimethoxy-3-ol

Details

• Internal ID: 4cb02428-f474-42db-8b9a-e2e191188b39
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 2,4,9a-trimethoxy-3,4a,5-trimethyl-2,4,5,6,7,8,8a,9-octahydrobenzo[f][1]benzofuran-6-ol
• SMILES (Canonical): CC1C(CCC2C1(C(C3=C(C(OC3(C2)OC)OC)C)OC)C)O
• SMILES (Isomeric): CC1C(CCC2C1(C(C3=C(C(OC3(C2)OC)OC)C)OC)C)O
• InChI: InChI=1S/C18H30O5/c1-10-14-15(20-4)17(3)11(2)13(19)8-7-12(17)9-18(14,22-6)23-16(10)21-5/h11-13,15-16,19H,7-9H2,1-6H3
• InChI Key: CLQUNRBWTPVVAG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₀O₅
• Molecular Weight: 326.40 g/mol
• Exact Mass: 326.20932405 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 2.48
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• CHEBI:172554
• 2,4,9a-trimethoxy-3,4a,5-trimethyl-2,4,5,6,7,8,8a,9-octahydrobenzo[][1]benzouran-6-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	+	0.7132	71.32%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6136	61.36%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.8871	88.71%
OATP1B3 inhibitior	+	0.9484	94.84%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7877	78.77%
P-glycoprotein inhibitior	-	0.8150	81.50%
P-glycoprotein substrate	-	0.6551	65.51%
CYP3A4 substrate	+	0.6369	63.69%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.7833	78.33%
CYP3A4 inhibition	-	0.7032	70.32%
CYP2C9 inhibition	-	0.8505	85.05%
CYP2C19 inhibition	-	0.8780	87.80%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	-	0.6648	66.48%
CYP2C8 inhibition	+	0.4617	46.17%
CYP inhibitory promiscuity	-	0.8281	82.81%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4747	47.47%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9166	91.66%
Skin irritation	-	0.5664	56.64%
Skin corrosion	-	0.9146	91.46%
Ames mutagenesis	-	0.5964	59.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.5269	52.69%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5152	51.52%
skin sensitisation	-	0.8047	80.47%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6581	65.81%
Acute Oral Toxicity (c)	III	0.3226	32.26%
Estrogen receptor binding	+	0.7251	72.51%
Androgen receptor binding	+	0.6941	69.41%
Thyroid receptor binding	+	0.7934	79.34%
Glucocorticoid receptor binding	+	0.7337	73.37%
Aromatase binding	+	0.6203	62.03%
PPAR gamma	+	0.6237	62.37%
Honey bee toxicity	-	0.6540	65.40%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9061	90.61%

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	96.48%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.22%	91.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.13%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.39%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.73%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.61%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.37%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.77%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.77%	97.14%

Plants that contains it

• Petasites japonicus

Cross-Links

• PubChem: 131751225
• LOTUS: LTS0139577
• wikiData: Q104963834