4-[2-(furan-3-yl)ethyl]-4a,8,8-trimethyl-3-methylidene-2,4,5,6,7,8a-hexahydro-1H-naphthalen-2-ol

Details

• Internal ID: 95fbd254-0c2a-4489-b8a0-b1ceefd06e19
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 4-[2-(furan-3-yl)ethyl]-4a,8,8-trimethyl-3-methylidene-2,4,5,6,7,8a-hexahydro-1H-naphthalen-2-ol
• SMILES (Canonical): CC1(CCCC2(C1CC(C(=C)C2CCC3=COC=C3)O)C)C
• SMILES (Isomeric): CC1(CCCC2(C1CC(C(=C)C2CCC3=COC=C3)O)C)C
• InChI: InChI=1S/C20H30O2/c1-14-16(7-6-15-8-11-22-13-15)20(4)10-5-9-19(2,3)18(20)12-17(14)21/h8,11,13,16-18,21H,1,5-7,9-10,12H2,2-4H3
• InChI Key: ORNXHPOXIVQOKU-UHFFFAOYSA-N
• Popularity: 0 references 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): 33.40 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.98
• H-Bond Acceptor: 2
• 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	+	0.9963	99.63%
Caco-2	+	0.8006	80.06%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4300	43.00%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	-	0.3450	34.50%
OATP1B3 inhibitior	+	0.8799	87.99%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.6545	65.45%
P-glycoprotein inhibitior	-	0.6684	66.84%
P-glycoprotein substrate	-	0.7353	73.53%
CYP3A4 substrate	+	0.6323	63.23%
CYP2C9 substrate	-	0.6320	63.20%
CYP2D6 substrate	+	0.3588	35.88%
CYP3A4 inhibition	+	0.6616	66.16%
CYP2C9 inhibition	-	0.8366	83.66%
CYP2C19 inhibition	+	0.5917	59.17%
CYP2D6 inhibition	-	0.9055	90.55%
CYP1A2 inhibition	-	0.6066	60.66%
CYP2C8 inhibition	+	0.6329	63.29%
CYP inhibitory promiscuity	+	0.5716	57.16%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5695	56.95%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9360	93.60%
Skin irritation	-	0.5694	56.94%
Skin corrosion	-	0.9377	93.77%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8200	82.00%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5199	51.99%
skin sensitisation	-	0.5851	58.51%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8062	80.62%
Acute Oral Toxicity (c)	III	0.7271	72.71%
Estrogen receptor binding	+	0.7763	77.63%
Androgen receptor binding	+	0.6168	61.68%
Thyroid receptor binding	+	0.6512	65.12%
Glucocorticoid receptor binding	+	0.7549	75.49%
Aromatase binding	+	0.6295	62.95%
PPAR gamma	+	0.5793	57.93%
Honey bee toxicity	-	0.8561	85.61%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5332	53.32%
Fish aquatic toxicity	+	0.9940	99.40%

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	96.40%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.61%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.50%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.35%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	90.09%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.44%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.11%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	88.53%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.70%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.83%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.95%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	80.60%	97.79%

Plants that contains it

• Acritopappus morii

Cross-Links

• PubChem: 74333098
• LOTUS: LTS0185260
• wikiData: Q105198063