(1As,3as,4r,5s,7as,7br)-4-[2-(3-furyl)ethyl]-4,5,7a,7b-tetramethyldecahydronaphtho [1,2-b]oxirene

Details

• Internal ID: f9a693a5-58c5-4e71-a0ef-c04b719a3ffb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (1aS,3aS,4R,5S,7aS,7bR)-4-[2-(furan-3-yl)ethyl]-4,5,7a,7b-tetramethyl-2,3,3a,5,6,7-hexahydro-1aH-naphtho[1,2-b]oxirene
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC3=COC=C3)CCC4C2(O4)C)C
• SMILES (Isomeric): C[C@H]1CC[C@]2([C@H]([C@]1(C)CCC3=COC=C3)CC[C@H]4[C@@]2(O4)C)C
• InChI: InChI=1S/C20H30O2/c1-14-7-11-19(3)16(5-6-17-20(19,4)22-17)18(14,2)10-8-15-9-12-21-13-15/h9,12-14,16-17H,5-8,10-11H2,1-4H3/t14-,16-,17-,18+,19-,20-/m0/s1
• InChI Key: MVHHYHKNJGYFIC-CYQMMEFHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 25.70 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.22
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.8010	80.10%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.3971	39.71%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	-	0.3350	33.50%
OATP1B3 inhibitior	+	0.9594	95.94%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7593	75.93%
P-glycoprotein inhibitior	-	0.7272	72.72%
P-glycoprotein substrate	-	0.6483	64.83%
CYP3A4 substrate	+	0.6199	61.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6902	69.02%
CYP3A4 inhibition	-	0.7511	75.11%
CYP2C9 inhibition	-	0.6768	67.68%
CYP2C19 inhibition	-	0.5187	51.87%
CYP2D6 inhibition	-	0.9064	90.64%
CYP1A2 inhibition	-	0.5470	54.70%
CYP2C8 inhibition	+	0.6057	60.57%
CYP inhibitory promiscuity	-	0.6326	63.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.5621	56.21%
Eye corrosion	-	0.9779	97.79%
Eye irritation	-	0.9746	97.46%
Skin irritation	-	0.6899	68.99%
Skin corrosion	-	0.9295	92.95%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8225	82.25%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5820	58.20%
skin sensitisation	-	0.6539	65.39%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.7749	77.49%
Acute Oral Toxicity (c)	III	0.6296	62.96%
Estrogen receptor binding	+	0.8911	89.11%
Androgen receptor binding	+	0.6665	66.65%
Thyroid receptor binding	+	0.7385	73.85%
Glucocorticoid receptor binding	+	0.7133	71.33%
Aromatase binding	+	0.7593	75.93%
PPAR gamma	+	0.5186	51.86%
Honey bee toxicity	-	0.8071	80.71%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9690	96.90%

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	96.58%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.36%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.07%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.90%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.90%	97.09%
CHEMBL240	Q12809	HERG	89.64%	89.76%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.86%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	84.31%	97.79%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.60%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.33%	86.33%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.91%	96.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.06%	95.56%

Plants that contains it

• Chrozophora oblongifolia

Cross-Links

• PubChem: 16079982
• LOTUS: LTS0169044
• wikiData: Q105173014