(1S,2S,4aS,6R,8aR)-1-[2-(furan-3-yl)ethyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalene-2,6-diol

Details

• Internal ID: 9108f0b4-f9bb-4ecb-9664-cd4d6379221c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (1S,2S,4aS,6R,8aR)-1-[2-(furan-3-yl)ethyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalene-2,6-diol
• InChI: InChI=1S/C20H32O3/c1-18(2)15-7-11-20(4,22)16(6-5-14-9-12-23-13-14)19(15,3)10-8-17(18)21/h9,12-13,15-17,21-22H,5-8,10-11H2,1-4H3/t15-,16+,17-,19-,20+/m1/s1
• InChI Key: RQAGOQPWWLBECE-DSJDWBEOSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 53.60 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.18
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.8185	81.85%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6532	65.32%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.7428	74.28%
OATP1B3 inhibitior	+	0.9445	94.45%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6574	65.74%
P-glycoprotein inhibitior	-	0.7859	78.59%
P-glycoprotein substrate	-	0.8267	82.67%
CYP3A4 substrate	+	0.6471	64.71%
CYP2C9 substrate	+	0.5779	57.79%
CYP2D6 substrate	-	0.6584	65.84%
CYP3A4 inhibition	+	0.5232	52.32%
CYP2C9 inhibition	-	0.8419	84.19%
CYP2C19 inhibition	-	0.7667	76.67%
CYP2D6 inhibition	-	0.9355	93.55%
CYP1A2 inhibition	-	0.7971	79.71%
CYP2C8 inhibition	-	0.5680	56.80%
CYP inhibitory promiscuity	-	0.6603	66.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6022	60.22%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9563	95.63%
Skin irritation	-	0.6322	63.22%
Skin corrosion	-	0.9321	93.21%
Ames mutagenesis	-	0.8070	80.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6954	69.54%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6600	66.00%
skin sensitisation	-	0.7447	74.47%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8928	89.28%
Acute Oral Toxicity (c)	III	0.6215	62.15%
Estrogen receptor binding	+	0.8309	83.09%
Androgen receptor binding	-	0.4810	48.10%
Thyroid receptor binding	+	0.7752	77.52%
Glucocorticoid receptor binding	+	0.8367	83.67%
Aromatase binding	+	0.6583	65.83%
PPAR gamma	+	0.5325	53.25%
Honey bee toxicity	-	0.9311	93.11%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5432	54.32%
Fish aquatic toxicity	+	0.9787	97.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.96%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.19%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.81%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.63%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	91.58%	95.93%
CHEMBL2581	P07339	Cathepsin D	91.25%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.63%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.07%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	87.44%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.32%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	84.63%	97.79%

Plants that contains it

• Dodonaea viscosa

Cross-Links

• PubChem: 102250660
• LOTUS: LTS0219154
• wikiData: Q105243173