(+)-4,5,5a,6,7,9a-Hexahydro-5abeta,6alpha,9abeta-trimethylnaphtho[1,2-b]furan

Details

• Internal ID: e8df7344-f0ee-41e6-978b-5fe12a8c4590
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (5aR,6R,9aS)-5a,6,9a-trimethyl-4,5,6,7-tetrahydrobenzo[g][1]benzofuran
• SMILES (Canonical): CC1CC=CC2(C1(CCC3=C2OC=C3)C)C
• SMILES (Isomeric): C[C@@H]1CC=C[C@]2([C@@]1(CCC3=C2OC=C3)C)C
• InChI: InChI=1S/C15H20O/c1-11-5-4-8-15(3)13-12(7-10-16-13)6-9-14(11,15)2/h4,7-8,10-11H,5-6,9H2,1-3H3/t11-,14-,15-/m1/s1
• InChI Key: WFQYXRVULQBSSH-KCPJHIHWSA-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: 4.50
• 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	+	0.9969	99.69%
Caco-2	+	0.8142	81.42%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Plasma membrane	0.4490	44.90%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.9387	93.87%
OATP1B3 inhibitior	+	0.9493	94.93%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7459	74.59%
P-glycoprotein inhibitior	-	0.9641	96.41%
P-glycoprotein substrate	-	0.8456	84.56%
CYP3A4 substrate	+	0.5529	55.29%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.7109	71.09%
CYP3A4 inhibition	-	0.8324	83.24%
CYP2C9 inhibition	-	0.7329	73.29%
CYP2C19 inhibition	+	0.6767	67.67%
CYP2D6 inhibition	-	0.8990	89.90%
CYP1A2 inhibition	+	0.6056	60.56%
CYP2C8 inhibition	-	0.7038	70.38%
CYP inhibitory promiscuity	+	0.7303	73.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7300	73.00%
Carcinogenicity (trinary)	Danger	0.3776	37.76%
Eye corrosion	-	0.9722	97.22%
Eye irritation	-	0.9437	94.37%
Skin irritation	-	0.6505	65.05%
Skin corrosion	-	0.9617	96.17%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7076	70.76%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5765	57.65%
skin sensitisation	+	0.5271	52.71%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.7205	72.05%
Acute Oral Toxicity (c)	III	0.5474	54.74%
Estrogen receptor binding	-	0.7806	78.06%
Androgen receptor binding	-	0.4850	48.50%
Thyroid receptor binding	-	0.7661	76.61%
Glucocorticoid receptor binding	-	0.8831	88.31%
Aromatase binding	-	0.6300	63.00%
PPAR gamma	-	0.6985	69.85%
Honey bee toxicity	-	0.8836	88.36%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.7200	72.00%
Fish aquatic toxicity	+	0.9954	99.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.82%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.17%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.89%	86.33%
CHEMBL5805	Q9NR97	Toll-like receptor 8	83.56%	96.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.43%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.34%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.24%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.15%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.61%	97.09%

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: 13855204
• NPASS: NPC35994