3-[2-[(1S,2R,4aR,8aR)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]ethyl]-2,5-dihydrofuran

Details

• Internal ID: d4c0b4ed-fe66-464b-bce8-a1c8b2343f47
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 3-[2-[(1S,2R,4aR,8aR)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]ethyl]-2,5-dihydrofuran
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC3=CCOC3)CCC=C2C)C
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@@H]([C@@]1(C)CCC3=CCOC3)CCC=C2C)C
• InChI: InChI=1S/C20H32O/c1-15-6-5-7-18-19(15,3)11-8-16(2)20(18,4)12-9-17-10-13-21-14-17/h6,10,16,18H,5,7-9,11-14H2,1-4H3/t16-,18+,19+,20+/m1/s1
• InChI Key: JJMJYXWBOKUIKH-GTAWCEEGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O
• Molecular Weight: 288.50 g/mol
• Exact Mass: 288.245315640 g/mol
• Topological Polar Surface Area (TPSA): 9.20 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.52
• H-Bond Acceptor: 1
• 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	+	0.9938	99.38%
Caco-2	+	0.8710	87.10%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Lysosomes	0.6003	60.03%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.9144	91.44%
OATP1B3 inhibitior	+	0.9174	91.74%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7017	70.17%
P-glycoprotein inhibitior	-	0.7012	70.12%
P-glycoprotein substrate	-	0.8300	83.00%
CYP3A4 substrate	+	0.6071	60.71%
CYP2C9 substrate	-	0.7859	78.59%
CYP2D6 substrate	-	0.7062	70.62%
CYP3A4 inhibition	-	0.7837	78.37%
CYP2C9 inhibition	-	0.7847	78.47%
CYP2C19 inhibition	-	0.5431	54.31%
CYP2D6 inhibition	-	0.8750	87.50%
CYP1A2 inhibition	-	0.6834	68.34%
CYP2C8 inhibition	-	0.5889	58.89%
CYP inhibitory promiscuity	-	0.5244	52.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.4723	47.23%
Eye corrosion	-	0.9584	95.84%
Eye irritation	-	0.8932	89.32%
Skin irritation	-	0.7777	77.77%
Skin corrosion	-	0.9481	94.81%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7696	76.96%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5320	53.20%
skin sensitisation	+	0.5127	51.27%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.7000	70.00%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.5607	56.07%
Acute Oral Toxicity (c)	III	0.7121	71.21%
Estrogen receptor binding	+	0.6861	68.61%
Androgen receptor binding	-	0.4825	48.25%
Thyroid receptor binding	+	0.6123	61.23%
Glucocorticoid receptor binding	+	0.6548	65.48%
Aromatase binding	+	0.6127	61.27%
PPAR gamma	+	0.5453	54.53%
Honey bee toxicity	-	0.8686	86.86%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9902	99.02%

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	94.84%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.51%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.16%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.97%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.72%	91.11%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.07%	86.00%
CHEMBL1871	P10275	Androgen Receptor	82.49%	96.43%

Plants that contains it

• Croton laui

Cross-Links

• PubChem: 90676770
• LOTUS: LTS0004567
• wikiData: Q105129726