(4aR,6S,8aS)-4,4,7-trimethyl-5,6,8a,9-tetrahydro-4aH-benzo[f][1]benzofuran-6-ol

Details

• Internal ID: 921ef925-9a1d-4e4a-a8d8-90651e198ad2
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (4aR,6S,8aS)-4,4,7-trimethyl-5,6,8a,9-tetrahydro-4aH-benzo[f][1]benzofuran-6-ol
• SMILES (Canonical): CC1=CC2CC3=C(C=CO3)C(C2CC1O)(C)C
• SMILES (Isomeric): CC1=C[C@@H]2CC3=C(C=CO3)C([C@@H]2C[C@@H]1O)(C)C
• InChI: InChI=1S/C15H20O2/c1-9-6-10-7-14-11(4-5-17-14)15(2,3)12(10)8-13(9)16/h4-6,10,12-13,16H,7-8H2,1-3H3/t10-,12-,13+/m1/s1
• InChI Key: QKJRXNJQIGSRPJ-RTXFEEFZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 33.40 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.06
• 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	+	0.8654	86.54%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5735	57.35%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9076	90.76%
OATP1B3 inhibitior	+	0.9574	95.74%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7741	77.41%
P-glycoprotein inhibitior	-	0.9651	96.51%
P-glycoprotein substrate	-	0.7817	78.17%
CYP3A4 substrate	+	0.5384	53.84%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	-	0.6633	66.33%
CYP3A4 inhibition	-	0.6867	68.67%
CYP2C9 inhibition	-	0.7923	79.23%
CYP2C19 inhibition	+	0.6283	62.83%
CYP2D6 inhibition	-	0.8730	87.30%
CYP1A2 inhibition	+	0.5703	57.03%
CYP2C8 inhibition	-	0.7020	70.20%
CYP inhibitory promiscuity	+	0.7009	70.09%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8508	85.08%
Carcinogenicity (trinary)	Non-required	0.4139	41.39%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9345	93.45%
Skin irritation	-	0.6163	61.63%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3645	36.45%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	+	0.5576	55.76%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7561	75.61%
Acute Oral Toxicity (c)	III	0.6609	66.09%
Estrogen receptor binding	-	0.7368	73.68%
Androgen receptor binding	-	0.7481	74.81%
Thyroid receptor binding	-	0.5592	55.92%
Glucocorticoid receptor binding	-	0.5572	55.72%
Aromatase binding	-	0.7298	72.98%
PPAR gamma	-	0.5335	53.35%
Honey bee toxicity	-	0.8535	85.35%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9761	97.61%

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	92.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.84%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.34%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.22%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.82%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	85.75%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.10%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.38%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.71%	86.33%

Plants that contains it

• Achillea leptophylla
• Aldama cordifolia
• Cordiera macrophylla
• Dioscorea futschauensis
• Dorstenia barnimiana
• Petrosedum forsterianum
• Rubia yunnanensis
• Uvaria mocoli
• Verbascum georgicum
• Zieria chevalieri

Cross-Links

• PubChem: 23424938
• NPASS: NPC121729
• LOTUS: LTS0162771
• wikiData: Q105223169