(1Z,5S,12Z)-5-hydroxy-12-methyl-7-methylidene-3-propan-2-yltricyclo[7.5.1.05,15]pentadeca-1(14),2,9(15),12-tetraen-4-one

Details

• Internal ID: 6960296a-5ea2-4891-b585-46244918c922
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (1Z,5S,12Z)-5-hydroxy-12-methyl-7-methylidene-3-propan-2-yltricyclo[7.5.1.05,15]pentadeca-1(14),2,9(15),12-tetraen-4-one
• SMILES (Canonical): CC1=CC=C2C=C(C(=O)C3(C2=C(CC1)CC(=C)C3)O)C(C)C
• SMILES (Isomeric): C/C/1=C/C=C\2/C=C(C(=O)[C@]3(C2=C(CC1)CC(=C)C3)O)C(C)C
• InChI: InChI=1S/C20H24O2/c1-12(2)17-10-16-8-6-13(3)5-7-15-9-14(4)11-20(22,18(15)16)19(17)21/h6,8,10,12,22H,4-5,7,9,11H2,1-3H3/b13-6-,16-8-/t20-/m0/s1
• InChI Key: ZIVKXPOGSKSQTF-DOBJVIKBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₂
• Molecular Weight: 296.40 g/mol
• Exact Mass: 296.177630004 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 4.20
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.7346	73.46%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7177	71.77%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9226	92.26%
OATP1B3 inhibitior	+	0.9576	95.76%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.6270	62.70%
P-glycoprotein inhibitior	-	0.8346	83.46%
P-glycoprotein substrate	-	0.8148	81.48%
CYP3A4 substrate	+	0.5902	59.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8318	83.18%
CYP3A4 inhibition	-	0.8244	82.44%
CYP2C9 inhibition	-	0.8591	85.91%
CYP2C19 inhibition	-	0.5787	57.87%
CYP2D6 inhibition	-	0.9085	90.85%
CYP1A2 inhibition	-	0.8281	82.81%
CYP2C8 inhibition	-	0.8836	88.36%
CYP inhibitory promiscuity	-	0.8733	87.33%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6112	61.12%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9087	90.87%
Skin irritation	+	0.5765	57.65%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4744	47.44%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5719	57.19%
skin sensitisation	+	0.5452	54.52%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6204	62.04%
Acute Oral Toxicity (c)	III	0.8696	86.96%
Estrogen receptor binding	+	0.5801	58.01%
Androgen receptor binding	+	0.5364	53.64%
Thyroid receptor binding	+	0.6845	68.45%
Glucocorticoid receptor binding	+	0.6812	68.12%
Aromatase binding	+	0.7045	70.45%
PPAR gamma	+	0.7512	75.12%
Honey bee toxicity	-	0.8588	85.88%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9898	98.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.11%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.28%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.40%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.21%	91.11%
CHEMBL230	P35354	Cyclooxygenase-2	86.62%	89.63%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.71%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.18%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.06%	90.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.36%	96.77%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.67%	96.47%

Plants that contains it

• Salvia candidissima

Cross-Links

• PubChem: 162871303
• LOTUS: LTS0274794
• wikiData: Q105377556