5,8-Epoxy-6-megastigmen-3,9-diol

Details

• Internal ID: f5b5c35b-463c-4b84-9b03-87ab473e96c4
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 2-(1-hydroxyethyl)-4,4,7a-trimethyl-2,5,6,7-tetrahydro-1-benzofuran-6-ol
• SMILES (Canonical): CC(C1C=C2C(CC(CC2(O1)C)O)(C)C)O
• SMILES (Isomeric): CC(C1C=C2C(CC(CC2(O1)C)O)(C)C)O
• InChI: InChI=1S/C13H22O3/c1-8(14)10-5-11-12(2,3)6-9(15)7-13(11,4)16-10/h5,8-10,14-15H,6-7H2,1-4H3
• InChI Key: JZZFHGHGUGITAS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₂O₃
• Molecular Weight: 226.31 g/mol
• Exact Mass: 226.15689456 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.63
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 5,8-epoxy-6-megastigmen-3,9-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.7098	70.98%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4900	49.00%
OATP2B1 inhibitior	-	0.8518	85.18%
OATP1B1 inhibitior	+	0.9241	92.41%
OATP1B3 inhibitior	+	0.9717	97.17%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8449	84.49%
P-glycoprotein inhibitior	-	0.9359	93.59%
P-glycoprotein substrate	-	0.8118	81.18%
CYP3A4 substrate	-	0.5303	53.03%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.6856	68.56%
CYP3A4 inhibition	-	0.9069	90.69%
CYP2C9 inhibition	-	0.8339	83.39%
CYP2C19 inhibition	-	0.7968	79.68%
CYP2D6 inhibition	-	0.9256	92.56%
CYP1A2 inhibition	-	0.7460	74.60%
CYP2C8 inhibition	-	0.9201	92.01%
CYP inhibitory promiscuity	-	0.7100	71.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8726	87.26%
Carcinogenicity (trinary)	Non-required	0.4059	40.59%
Eye corrosion	-	0.9756	97.56%
Eye irritation	-	0.6840	68.40%
Skin irritation	-	0.6211	62.11%
Skin corrosion	-	0.9217	92.17%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7373	73.73%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.5436	54.36%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7665	76.65%
Acute Oral Toxicity (c)	III	0.4799	47.99%
Estrogen receptor binding	-	0.7757	77.57%
Androgen receptor binding	-	0.5181	51.81%
Thyroid receptor binding	+	0.6141	61.41%
Glucocorticoid receptor binding	-	0.5766	57.66%
Aromatase binding	-	0.6078	60.78%
PPAR gamma	-	0.7488	74.88%
Honey bee toxicity	-	0.8364	83.64%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.7272	72.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.54%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.94%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.09%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.89%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.39%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.26%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.11%	97.09%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.34%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.75%	95.56%

Plants that contains it

• Vitis vinifera

Cross-Links

• PubChem: 91750247
• LOTUS: LTS0170813
• wikiData: Q105137733