(2R,3S,5R)-2,3-epoxy-6,9-humuladien-5-ol-8-one

Details

• Internal ID: dfad01ef-0b22-4839-95f7-9ce3afff17af
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols
• IUPAC Name: (1R,3R,4E,7E,11R)-3-hydroxy-1,5,9,9-tetramethyl-12-oxabicyclo[9.1.0]dodeca-4,7-dien-6-one
• SMILES (Canonical): CC1=CC(CC2(C(O2)CC(C=CC1=O)(C)C)C)O
• SMILES (Isomeric): C/C/1=C\[C@@H](C[C@@]2([C@H](O2)CC(/C=C/C1=O)(C)C)C)O
• InChI: InChI=1S/C15H22O3/c1-10-7-11(16)8-15(4)13(18-15)9-14(2,3)6-5-12(10)17/h5-7,11,13,16H,8-9H2,1-4H3/b6-5+,10-7+/t11-,13+,15+/m0/s1
• InChI Key: RTKZIRJGSBHFAV-VLROITNISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.40
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• (2R,3S,5R)-2,3-epoxy-6,9-humuladien-5-ol-8-one
• BDBM50242098

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.7064	70.64%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5462	54.62%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.9138	91.38%
OATP1B3 inhibitior	+	0.9726	97.26%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8445	84.45%
P-glycoprotein inhibitior	-	0.9367	93.67%
P-glycoprotein substrate	-	0.8625	86.25%
CYP3A4 substrate	+	0.5882	58.82%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.8651	86.51%
CYP3A4 inhibition	-	0.7931	79.31%
CYP2C9 inhibition	-	0.7789	77.89%
CYP2C19 inhibition	-	0.7138	71.38%
CYP2D6 inhibition	-	0.9508	95.08%
CYP1A2 inhibition	-	0.6147	61.47%
CYP2C8 inhibition	-	0.9400	94.00%
CYP inhibitory promiscuity	-	0.9485	94.85%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5485	54.85%
Eye corrosion	-	0.9740	97.40%
Eye irritation	-	0.7544	75.44%
Skin irritation	+	0.5172	51.72%
Skin corrosion	-	0.9342	93.42%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5533	55.33%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5908	59.08%
skin sensitisation	+	0.5494	54.94%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.6638	66.38%
Acute Oral Toxicity (c)	III	0.4950	49.50%
Estrogen receptor binding	-	0.6796	67.96%
Androgen receptor binding	-	0.6059	60.59%
Thyroid receptor binding	-	0.5559	55.59%
Glucocorticoid receptor binding	-	0.6001	60.01%
Aromatase binding	-	0.5709	57.09%
PPAR gamma	-	0.8102	81.02%
Honey bee toxicity	-	0.9221	92.21%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9396	93.96%

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	89.59%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.15%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.84%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.17%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.62%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.63%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	82.59%	94.73%
CHEMBL1937	Q92769	Histone deacetylase 2	80.70%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.65%	97.09%

Plants that contains it

• Zingiber zerumbet

Cross-Links

• PubChem: 11218910
• NPASS: NPC227814