4,4,7,11b-tetramethyl-2,3,5,6-tetrahydro-1H-naphtho[2,1-f][1]benzofuran-4a-ol

Details

• Internal ID: dcfc30e7-90e4-41c4-82e6-1ef4e29636e0
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: 4,4,7,11b-tetramethyl-2,3,5,6-tetrahydro-1H-naphtho[2,1-f][1]benzofuran-4a-ol
• SMILES (Canonical): CC1=C2CCC3(C(CCCC3(C2=CC4=C1C=CO4)C)(C)C)O
• SMILES (Isomeric): CC1=C2CCC3(C(CCCC3(C2=CC4=C1C=CO4)C)(C)C)O
• InChI: InChI=1S/C20H26O2/c1-13-14-6-10-20(21)18(2,3)8-5-9-19(20,4)16(14)12-17-15(13)7-11-22-17/h7,11-12,21H,5-6,8-10H2,1-4H3
• InChI Key: ICHUYVQVMBIVAB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₂
• Molecular Weight: 298.40 g/mol
• Exact Mass: 298.193280068 g/mol
• Topological Polar Surface Area (TPSA): 33.40 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.89
• 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	+	0.9975	99.75%
Caco-2	+	0.8510	85.10%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6391	63.91%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.9071	90.71%
OATP1B3 inhibitior	+	0.9232	92.32%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.6375	63.75%
P-glycoprotein inhibitior	-	0.8653	86.53%
P-glycoprotein substrate	-	0.8261	82.61%
CYP3A4 substrate	+	0.5881	58.81%
CYP2C9 substrate	+	0.5981	59.81%
CYP2D6 substrate	-	0.7021	70.21%
CYP3A4 inhibition	-	0.7570	75.70%
CYP2C9 inhibition	-	0.7911	79.11%
CYP2C19 inhibition	-	0.5865	58.65%
CYP2D6 inhibition	-	0.9309	93.09%
CYP1A2 inhibition	+	0.5248	52.48%
CYP2C8 inhibition	-	0.6700	67.00%
CYP inhibitory promiscuity	-	0.7993	79.93%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7100	71.00%
Carcinogenicity (trinary)	Non-required	0.5127	51.27%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.6658	66.58%
Skin irritation	-	0.6614	66.14%
Skin corrosion	-	0.9362	93.62%
Ames mutagenesis	-	0.5254	52.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8419	84.19%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7846	78.46%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.9529	95.29%
Acute Oral Toxicity (c)	III	0.7212	72.12%
Estrogen receptor binding	+	0.7270	72.70%
Androgen receptor binding	+	0.7384	73.84%
Thyroid receptor binding	+	0.6400	64.00%
Glucocorticoid receptor binding	+	0.5660	56.60%
Aromatase binding	+	0.6566	65.66%
PPAR gamma	+	0.7848	78.48%
Honey bee toxicity	-	0.9507	95.07%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9871	98.71%

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	99.18%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.18%	91.11%
CHEMBL240	Q12809	HERG	92.30%	89.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.40%	95.56%
CHEMBL4208	P20618	Proteasome component C5	87.48%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.63%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.49%	94.45%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.66%	93.65%
CHEMBL2581	P07339	Cathepsin D	81.51%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.39%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.15%	93.99%

Plants that contains it

• Caesalpinia pulcherrima

Cross-Links

• PubChem: 163027736
• LOTUS: LTS0260702
• wikiData: Q105110987