(2S,3aR,5aS,9aS,9bR)-2-(furan-3-yl)-3a,6,6,9a-tetramethyl-2,4,5,5a,7,8,9,9b-octahydro-1H-benzo[e][1]benzofuran

Details

• Internal ID: 2571c8fa-2535-4c26-9586-d90bb4ce2227
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (2S,3aR,5aS,9aS,9bR)-2-(furan-3-yl)-3a,6,6,9a-tetramethyl-2,4,5,5a,7,8,9,9b-octahydro-1H-benzo[e][1]benzofuran
• SMILES (Canonical): CC1(CCCC2(C1CCC3(C2CC(O3)C4=COC=C4)C)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@@H]1CC[C@@]3([C@@H]2C[C@H](O3)C4=COC=C4)C)(C)C
• InChI: InChI=1S/C20H30O2/c1-18(2)8-5-9-19(3)16(18)6-10-20(4)17(19)12-15(22-20)14-7-11-21-13-14/h7,11,13,15-17H,5-6,8-10,12H2,1-4H3/t15-,16-,17+,19-,20+/m0/s1
• InChI Key: QDBSAAZIAMLNBF-VBYALHQYSA-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): 22.40 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.74
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7656	76.56%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.3964	39.64%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.7716	77.16%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6720	67.20%
P-glycoprotein inhibitior	-	0.6819	68.19%
P-glycoprotein substrate	-	0.8835	88.35%
CYP3A4 substrate	+	0.5801	58.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6571	65.71%
CYP3A4 inhibition	-	0.9078	90.78%
CYP2C9 inhibition	-	0.7095	70.95%
CYP2C19 inhibition	+	0.5649	56.49%
CYP2D6 inhibition	-	0.9210	92.10%
CYP1A2 inhibition	-	0.7739	77.39%
CYP2C8 inhibition	+	0.6427	64.27%
CYP inhibitory promiscuity	-	0.7037	70.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.5334	53.34%
Eye corrosion	-	0.9702	97.02%
Eye irritation	-	0.9784	97.84%
Skin irritation	-	0.8149	81.49%
Skin corrosion	-	0.9561	95.61%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8647	86.47%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7494	74.94%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.6875	68.75%
Acute Oral Toxicity (c)	III	0.5412	54.12%
Estrogen receptor binding	+	0.8345	83.45%
Androgen receptor binding	-	0.5161	51.61%
Thyroid receptor binding	+	0.7075	70.75%
Glucocorticoid receptor binding	+	0.7395	73.95%
Aromatase binding	+	0.6854	68.54%
PPAR gamma	+	0.5498	54.98%
Honey bee toxicity	-	0.8771	87.71%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9581	95.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.44%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.33%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.93%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.53%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.74%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.56%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.05%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.50%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.54%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.96%	95.56%

Plants that contains it

• Baccharis scandens

Cross-Links

• PubChem: 101602313
• LOTUS: LTS0119939
• wikiData: Q105218717