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

Details

• Internal ID: 917c5378-039a-49f1-ab18-9c47470d23cb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (1R,2R,4aR,5S,6R,8aR)-5-[(2S)-2-(furan-3-yl)-2-hydroxyethyl]-1,5,6,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2-diol
• InChI: InChI=1S/C20H32O4/c1-13-7-9-19(3)16(5-6-17(22)20(19,4)23)18(13,2)11-15(21)14-8-10-24-12-14/h8,10,12-13,15-17,21-23H,5-7,9,11H2,1-4H3/t13-,15+,16-,17-,18+,19-,20+/m1/s1
• InChI Key: ZOVNGEHLBNZAPT-UDERSWLKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₄
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.23005950 g/mol
• Topological Polar Surface Area (TPSA): 73.80 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.67
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9719	97.19%
Caco-2	+	0.5103	51.03%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5519	55.19%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8099	80.99%
OATP1B3 inhibitior	+	0.9319	93.19%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6690	66.90%
P-glycoprotein inhibitior	-	0.8702	87.02%
P-glycoprotein substrate	-	0.6193	61.93%
CYP3A4 substrate	+	0.6232	62.32%
CYP2C9 substrate	+	0.5814	58.14%
CYP2D6 substrate	-	0.6937	69.37%
CYP3A4 inhibition	-	0.6239	62.39%
CYP2C9 inhibition	-	0.8558	85.58%
CYP2C19 inhibition	-	0.7236	72.36%
CYP2D6 inhibition	-	0.9508	95.08%
CYP1A2 inhibition	-	0.6875	68.75%
CYP2C8 inhibition	-	0.5767	57.67%
CYP inhibitory promiscuity	-	0.9063	90.63%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5412	54.12%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.9701	97.01%
Skin irritation	-	0.5178	51.78%
Skin corrosion	-	0.9104	91.04%
Ames mutagenesis	-	0.7740	77.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.4354	43.54%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6935	69.35%
skin sensitisation	-	0.8582	85.82%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8969	89.69%
Acute Oral Toxicity (c)	III	0.3704	37.04%
Estrogen receptor binding	+	0.9033	90.33%
Androgen receptor binding	+	0.5461	54.61%
Thyroid receptor binding	+	0.7384	73.84%
Glucocorticoid receptor binding	+	0.7964	79.64%
Aromatase binding	+	0.7956	79.56%
PPAR gamma	-	0.6187	61.87%
Honey bee toxicity	-	0.8752	87.52%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9668	96.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.56%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.72%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.01%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.10%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.93%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.79%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.05%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.68%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.03%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.83%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.90%	95.56%

Plants that contains it

• Croton laui

Cross-Links

• PubChem: 90676771
• LOTUS: LTS0029754
• wikiData: Q105380738