Beta-dolabrin

Details

• Internal ID: 1fa4959b-b58d-42fb-8ddf-0ae949de51dc
• Taxonomy: Hydrocarbon derivatives > Tropones > Tropolones
• IUPAC Name: 2-hydroxy-6-prop-1-en-2-ylcyclohepta-2,4,6-trien-1-one
• SMILES (Canonical): CC(=C)C1=CC(=O)C(=CC=C1)O
• SMILES (Isomeric): CC(=C)C1=CC(=O)C(=CC=C1)O
• InChI: InChI=1S/C10H10O2/c1-7(2)8-4-3-5-9(11)10(12)6-8/h3-6H,1H2,2H3,(H,11,12)
• InChI Key: ZXPADFNEYYDQFL-UHFFFAOYSA-N
• Popularity: 9 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₂
• Molecular Weight: 162.18 g/mol
• Exact Mass: 162.068079557 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.79
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 4570-11-0
• 2-hydroxy-6-prop-1-en-2-ylcyclohepta-2,4,6-trien-1-one
• 4-isopro-penyltropolone
• SCHEMBL465267
• CHEMBL2270059
• SCHEMBL13618770
• DTXSID70196601
• CHEBI:187575
• AKOS006275857
• LMPR0102110001
• 2-hydroxy-4-prop-1-en-2-ylcyclohepta-2,4,6-trien-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9975	99.75%
Caco-2	+	0.8995	89.95%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7576	75.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9546	95.46%
OATP1B3 inhibitior	+	0.9638	96.38%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9177	91.77%
P-glycoprotein inhibitior	-	0.9707	97.07%
P-glycoprotein substrate	-	0.9581	95.81%
CYP3A4 substrate	-	0.6408	64.08%
CYP2C9 substrate	-	0.7828	78.28%
CYP2D6 substrate	-	0.7687	76.87%
CYP3A4 inhibition	-	0.8636	86.36%
CYP2C9 inhibition	-	0.8376	83.76%
CYP2C19 inhibition	-	0.6560	65.60%
CYP2D6 inhibition	-	0.8924	89.24%
CYP1A2 inhibition	+	0.5162	51.62%
CYP2C8 inhibition	-	0.9147	91.47%
CYP inhibitory promiscuity	-	0.6661	66.61%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6539	65.39%
Carcinogenicity (trinary)	Non-required	0.6384	63.84%
Eye corrosion	+	0.6493	64.93%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.7039	70.39%
Skin corrosion	+	0.8594	85.94%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8696	86.96%
Micronuclear	+	0.5722	57.22%
Hepatotoxicity	+	0.5908	59.08%
skin sensitisation	+	0.8971	89.71%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	+	0.6333	63.33%
Acute Oral Toxicity (c)	III	0.6869	68.69%
Estrogen receptor binding	-	0.8479	84.79%
Androgen receptor binding	-	0.6474	64.74%
Thyroid receptor binding	-	0.6956	69.56%
Glucocorticoid receptor binding	-	0.9108	91.08%
Aromatase binding	-	0.7685	76.85%
PPAR gamma	-	0.6253	62.53%
Honey bee toxicity	-	0.9549	95.49%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9579	95.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.47%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.36%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.20%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.13%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.91%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.29%	86.33%
CHEMBL2535	P11166	Glucose transporter	88.26%	98.75%
CHEMBL1937	Q92769	Histone deacetylase 2	88.02%	94.75%
CHEMBL3401	O75469	Pregnane X receptor	85.38%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.43%	99.23%

Plants that contains it

• Cupressus torulosa
• Thujopsis dolabrata

Cross-Links

• PubChem: 188981
• LOTUS: LTS0040310
• wikiData: Q83069631