(5Z)-2-hydroxy-3,6,10-trimethyl-9,10-dihydro-8H-benzo[8]annulen-7-one

Details

• Internal ID: 550f0816-485a-4b26-b7cb-98878d0f239a
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: (5Z)-2-hydroxy-3,6,10-trimethyl-9,10-dihydro-8H-benzo[8]annulen-7-one
• SMILES (Canonical): CC1CCC(=O)C(=CC2=C1C=C(C(=C2)C)O)C
• SMILES (Isomeric): CC1CCC(=O)/C(=C\C2=C1C=C(C(=C2)C)O)/C
• InChI: InChI=1S/C15H18O2/c1-9-4-5-14(16)10(2)6-12-7-11(3)15(17)8-13(9)12/h6-9,17H,4-5H2,1-3H3/b10-6-
• InChI Key: JICTVEXLDFIFAX-POHAHGRESA-N
• Popularity: 0 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): 37.30 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.57
• 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	+	0.9403	94.03%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6837	68.37%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.9232	92.32%
OATP1B3 inhibitior	+	0.9672	96.72%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7669	76.69%
P-glycoprotein inhibitior	-	0.9844	98.44%
P-glycoprotein substrate	-	0.8231	82.31%
CYP3A4 substrate	-	0.5104	51.04%
CYP2C9 substrate	-	0.6131	61.31%
CYP2D6 substrate	-	0.8001	80.01%
CYP3A4 inhibition	-	0.7055	70.55%
CYP2C9 inhibition	-	0.8730	87.30%
CYP2C19 inhibition	-	0.5838	58.38%
CYP2D6 inhibition	-	0.8506	85.06%
CYP1A2 inhibition	+	0.9192	91.92%
CYP2C8 inhibition	-	0.8519	85.19%
CYP inhibitory promiscuity	-	0.6977	69.77%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8622	86.22%
Carcinogenicity (trinary)	Non-required	0.5610	56.10%
Eye corrosion	-	0.9687	96.87%
Eye irritation	+	0.5590	55.90%
Skin irritation	+	0.6369	63.69%
Skin corrosion	-	0.9100	91.00%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7418	74.18%
Micronuclear	-	0.9182	91.82%
Hepatotoxicity	+	0.5854	58.54%
skin sensitisation	+	0.7999	79.99%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5836	58.36%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7369	73.69%
Acute Oral Toxicity (c)	III	0.7619	76.19%
Estrogen receptor binding	-	0.7901	79.01%
Androgen receptor binding	-	0.6185	61.85%
Thyroid receptor binding	-	0.4946	49.46%
Glucocorticoid receptor binding	-	0.7183	71.83%
Aromatase binding	-	0.8779	87.79%
PPAR gamma	+	0.5824	58.24%
Honey bee toxicity	-	0.9567	95.67%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9742	97.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.73%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.73%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.95%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.64%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.45%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.86%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.50%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.76%	99.23%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	84.54%	95.52%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.72%	89.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	83.53%	90.24%
CHEMBL1951	P21397	Monoamine oxidase A	82.76%	91.49%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.56%	93.99%

Plants that contains it

• Acourtia turbinata

Cross-Links

• PubChem: 11085590
• LOTUS: LTS0125564
• wikiData: Q104402789