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

Details

• Internal ID: 1b7abc6b-fec5-4c37-98ee-dc426033fc56
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (1S,2R,3R,4R,4aS,8aS)-4-[2-(furan-3-yl)ethyl]-3,4a,8,8-tetramethyl-2,3,5,6,7,8a-hexahydro-1H-naphthalene-1,2,4-triol
• InChI: InChI=1S/C20H32O4/c1-13-15(21)16(22)17-18(2,3)8-5-9-19(17,4)20(13,23)10-6-14-7-11-24-12-14/h7,11-13,15-17,21-23H,5-6,8-10H2,1-4H3/t13-,15-,16-,17+,19+,20-/m1/s1
• InChI Key: NFEYELMBFDLTKE-DWIQROTPSA-N
• Popularity: 2 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: 3.40
• Atomic LogP (AlogP): 3.15
• 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	+	0.9503	95.03%
Caco-2	+	0.6421	64.21%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5536	55.36%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	-	0.3656	36.56%
OATP1B3 inhibitior	+	0.9440	94.40%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6235	62.35%
P-glycoprotein inhibitior	-	0.8121	81.21%
P-glycoprotein substrate	-	0.6538	65.38%
CYP3A4 substrate	+	0.5994	59.94%
CYP2C9 substrate	+	0.5814	58.14%
CYP2D6 substrate	-	0.6937	69.37%
CYP3A4 inhibition	-	0.6348	63.48%
CYP2C9 inhibition	-	0.8309	83.09%
CYP2C19 inhibition	-	0.7599	75.99%
CYP2D6 inhibition	-	0.9376	93.76%
CYP1A2 inhibition	-	0.7811	78.11%
CYP2C8 inhibition	+	0.5170	51.70%
CYP inhibitory promiscuity	-	0.8654	86.54%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6070	60.70%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9513	95.13%
Skin irritation	-	0.5813	58.13%
Skin corrosion	-	0.9137	91.37%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3990	39.90%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5430	54.30%
skin sensitisation	-	0.8320	83.20%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7687	76.87%
Acute Oral Toxicity (c)	III	0.4005	40.05%
Estrogen receptor binding	+	0.7897	78.97%
Androgen receptor binding	+	0.5855	58.55%
Thyroid receptor binding	+	0.5517	55.17%
Glucocorticoid receptor binding	+	0.7219	72.19%
Aromatase binding	+	0.8094	80.94%
PPAR gamma	-	0.5983	59.83%
Honey bee toxicity	-	0.8969	89.69%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9704	97.04%

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	96.40%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.21%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.06%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	88.91%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.05%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.33%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.88%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.82%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.89%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.25%	93.00%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.50%	96.25%

Plants that contains it

• Lagopsis supina

Cross-Links

• PubChem: 25137130
• LOTUS: LTS0117509
• wikiData: Q105178428