(1R,5aS,6S,9aS,9bR)-6,9a-dimethyl-6-(4-methylpent-3-enyl)-1,3,5,5a,7,8,9,9b-octahydrobenzo[g][2]benzofuran-1-ol

Details

• Internal ID: 7b5090d0-e4b5-4170-85ec-079f3e726db4
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1R,5aS,6S,9aS,9bR)-6,9a-dimethyl-6-(4-methylpent-3-enyl)-1,3,5,5a,7,8,9,9b-octahydrobenzo[g][2]benzofuran-1-ol
• SMILES (Canonical): CC(=CCCC1(CCCC2(C1CC=C3C2C(OC3)O)C)C)C
• SMILES (Isomeric): CC(=CCC[C@@]1(CCC[C@]2([C@H]1CC=C3[C@@H]2[C@@H](OC3)O)C)C)C
• InChI: InChI=1S/C20H32O2/c1-14(2)7-5-10-19(3)11-6-12-20(4)16(19)9-8-15-13-22-18(21)17(15)20/h7-8,16-18,21H,5-6,9-13H2,1-4H3/t16-,17+,18+,19+,20-/m0/s1
• InChI Key: ZMYLFMJWFSGDND-UTBUEMAESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.84
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.7937	79.37%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5666	56.66%
OATP2B1 inhibitior	-	0.8623	86.23%
OATP1B1 inhibitior	+	0.8171	81.71%
OATP1B3 inhibitior	+	0.8757	87.57%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.5721	57.21%
P-glycoprotein inhibitior	-	0.7597	75.97%
P-glycoprotein substrate	-	0.7525	75.25%
CYP3A4 substrate	+	0.5884	58.84%
CYP2C9 substrate	-	0.7908	79.08%
CYP2D6 substrate	-	0.7803	78.03%
CYP3A4 inhibition	-	0.7670	76.70%
CYP2C9 inhibition	+	0.5074	50.74%
CYP2C19 inhibition	+	0.5517	55.17%
CYP2D6 inhibition	-	0.8695	86.95%
CYP1A2 inhibition	-	0.6878	68.78%
CYP2C8 inhibition	-	0.6402	64.02%
CYP inhibitory promiscuity	-	0.6186	61.86%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5785	57.85%
Eye corrosion	-	0.9753	97.53%
Eye irritation	-	0.9363	93.63%
Skin irritation	-	0.7196	71.96%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	-	0.6023	60.23%
Human Ether-a-go-go-Related Gene inhibition	+	0.6480	64.80%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.6024	60.24%
skin sensitisation	-	0.6059	60.59%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7720	77.20%
Acute Oral Toxicity (c)	III	0.6358	63.58%
Estrogen receptor binding	-	0.5372	53.72%
Androgen receptor binding	+	0.5207	52.07%
Thyroid receptor binding	+	0.6703	67.03%
Glucocorticoid receptor binding	+	0.5390	53.90%
Aromatase binding	-	0.5708	57.08%
PPAR gamma	+	0.6089	60.89%
Honey bee toxicity	-	0.8368	83.68%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9951	99.51%

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	98.20%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.88%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	90.58%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.52%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.81%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.86%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.66%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.92%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.65%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	83.10%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.50%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.29%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.72%	95.89%

Plants that contains it

• Fossombronia wondraczekii

Cross-Links

• PubChem: 101740644
• LOTUS: LTS0272702
• wikiData: Q105379829