(4aR,8aR)-4,4-dimethyl-7-methylidene-4a,5,6,8,8a,9-hexahydrobenzo[f][1]benzofuran

Details

• Internal ID: df5ced04-05d3-481a-bc26-dd25fa7c47b1
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (4aR,8aR)-4,4-dimethyl-7-methylidene-4a,5,6,8,8a,9-hexahydrobenzo[f][1]benzofuran
• SMILES (Canonical): CC1(C2CCC(=C)CC2CC3=C1C=CO3)C
• SMILES (Isomeric): CC1([C@@H]2CCC(=C)C[C@@H]2CC3=C1C=CO3)C
• InChI: InChI=1S/C15H20O/c1-10-4-5-12-11(8-10)9-14-13(6-7-16-14)15(12,2)3/h6-7,11-12H,1,4-5,8-9H2,2-3H3/t11-,12-/m1/s1
• InChI Key: FVUXXIFTPFHLIQ-VXGBXAGGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O
• Molecular Weight: 216.32 g/mol
• Exact Mass: 216.151415257 g/mol
• Topological Polar Surface Area (TPSA): 13.10 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.09
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.8987	89.87%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.3519	35.19%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.9115	91.15%
OATP1B3 inhibitior	+	0.9188	91.88%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8672	86.72%
P-glycoprotein inhibitior	-	0.9464	94.64%
P-glycoprotein substrate	-	0.8079	80.79%
CYP3A4 substrate	+	0.5481	54.81%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.6873	68.73%
CYP3A4 inhibition	-	0.7311	73.11%
CYP2C9 inhibition	-	0.6328	63.28%
CYP2C19 inhibition	+	0.8109	81.09%
CYP2D6 inhibition	-	0.8228	82.28%
CYP1A2 inhibition	+	0.6173	61.73%
CYP2C8 inhibition	-	0.5619	56.19%
CYP inhibitory promiscuity	+	0.7316	73.16%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7100	71.00%
Carcinogenicity (trinary)	Non-required	0.5129	51.29%
Eye corrosion	-	0.9657	96.57%
Eye irritation	-	0.5476	54.76%
Skin irritation	-	0.6956	69.56%
Skin corrosion	-	0.9604	96.04%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7177	71.77%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	+	0.6376	63.76%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7264	72.64%
Acute Oral Toxicity (c)	III	0.7146	71.46%
Estrogen receptor binding	-	0.7676	76.76%
Androgen receptor binding	-	0.6221	62.21%
Thyroid receptor binding	-	0.6504	65.04%
Glucocorticoid receptor binding	-	0.6720	67.20%
Aromatase binding	-	0.4933	49.33%
PPAR gamma	-	0.5968	59.68%
Honey bee toxicity	-	0.8790	87.90%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9910	99.10%

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	95.88%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.09%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.00%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.88%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.58%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.89%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.49%	92.94%

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: 23424937
• NPASS: NPC247103
• LOTUS: LTS0026828
• wikiData: Q105002781