(1aR,2R,3aR,4S,5R,7aR,7bS)-4-[2-(furan-3-yl)ethyl]-4,5,7a,7b-tetramethyl-2,3,3a,5,6,7-hexahydro-1aH-naphtho[1,2-b]oxiren-2-ol

Details

• Internal ID: d7dbfde1-c4f0-465d-bea5-91fd784ac61d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (1aR,2R,3aR,4S,5R,7aR,7bS)-4-[2-(furan-3-yl)ethyl]-4,5,7a,7b-tetramethyl-2,3,3a,5,6,7-hexahydro-1aH-naphtho[1,2-b]oxiren-2-ol
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC3=COC=C3)CC(C4C2(O4)C)O)C
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@@H]([C@@]1(C)CCC3=COC=C3)C[C@H]([C@@H]4[C@]2(O4)C)O)C
• InChI: InChI=1S/C20H30O3/c1-13-5-9-19(3)16(11-15(21)17-20(19,4)23-17)18(13,2)8-6-14-7-10-22-12-14/h7,10,12-13,15-17,21H,5-6,8-9,11H2,1-4H3/t13-,15-,16-,17-,18+,19-,20-/m1/s1
• InChI Key: ULXIIKXFUKQSBU-UCWRTCFCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 45.90 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.19
• H-Bond Acceptor: 3
• 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	+	0.9924	99.24%
Caco-2	+	0.6958	69.58%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4629	46.29%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.6850	68.50%
OATP1B3 inhibitior	+	0.9193	91.93%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7294	72.94%
P-glycoprotein inhibitior	-	0.7940	79.40%
P-glycoprotein substrate	-	0.5331	53.31%
CYP3A4 substrate	+	0.6594	65.94%
CYP2C9 substrate	-	0.5960	59.60%
CYP2D6 substrate	-	0.6656	66.56%
CYP3A4 inhibition	-	0.7557	75.57%
CYP2C9 inhibition	-	0.7716	77.16%
CYP2C19 inhibition	-	0.7567	75.67%
CYP2D6 inhibition	-	0.9369	93.69%
CYP1A2 inhibition	-	0.6945	69.45%
CYP2C8 inhibition	+	0.5406	54.06%
CYP inhibitory promiscuity	-	0.9023	90.23%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5075	50.75%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9719	97.19%
Skin irritation	-	0.6155	61.55%
Skin corrosion	-	0.9057	90.57%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7817	78.17%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5227	52.27%
skin sensitisation	-	0.7693	76.93%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7740	77.40%
Acute Oral Toxicity (c)	III	0.5040	50.40%
Estrogen receptor binding	+	0.7765	77.65%
Androgen receptor binding	+	0.6937	69.37%
Thyroid receptor binding	+	0.7283	72.83%
Glucocorticoid receptor binding	+	0.7492	74.92%
Aromatase binding	+	0.7210	72.10%
PPAR gamma	-	0.5267	52.67%
Honey bee toxicity	-	0.8505	85.05%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6532	65.32%
Fish aquatic toxicity	+	0.9306	93.06%

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	95.94%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.24%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.24%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.78%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.33%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.61%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.65%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.48%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	84.74%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.51%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	83.62%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.68%	100.00%

Plants that contains it

• Baccharis boliviensis

Cross-Links

• PubChem: 14262591
• LOTUS: LTS0140122
• wikiData: Q105275407