(2S,3S,4aS,8R,8aR)-8-[2-(furan-3-yl)ethyl]-4,4,7,8a-tetramethyl-1,2,3,4a,5,8-hexahydronaphthalene-2,3-diol

Details

• Internal ID: 7ffbb6c6-af6b-4a26-b62e-dc1e0ca042bd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (2S,3S,4aS,8R,8aR)-8-[2-(furan-3-yl)ethyl]-4,4,7,8a-tetramethyl-1,2,3,4a,5,8-hexahydronaphthalene-2,3-diol
• InChI: InChI=1S/C20H30O3/c1-13-5-8-17-19(2,3)18(22)16(21)11-20(17,4)15(13)7-6-14-9-10-23-12-14/h5,9-10,12,15-18,21-22H,6-8,11H2,1-4H3/t15-,16+,17-,18-,20-/m1/s1
• InChI Key: XVYVBJZMFCKPGM-KWXDATOUSA-N
• Popularity: 2 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): 53.60 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.95
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.6815	68.15%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6589	65.89%
OATP2B1 inhibitior	-	0.8630	86.30%
OATP1B1 inhibitior	+	0.7881	78.81%
OATP1B3 inhibitior	+	0.9636	96.36%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.5991	59.91%
P-glycoprotein inhibitior	-	0.7603	76.03%
P-glycoprotein substrate	-	0.6999	69.99%
CYP3A4 substrate	+	0.6259	62.59%
CYP2C9 substrate	-	0.6254	62.54%
CYP2D6 substrate	-	0.6779	67.79%
CYP3A4 inhibition	+	0.6855	68.55%
CYP2C9 inhibition	-	0.7850	78.50%
CYP2C19 inhibition	-	0.5542	55.42%
CYP2D6 inhibition	-	0.9010	90.10%
CYP1A2 inhibition	-	0.7398	73.98%
CYP2C8 inhibition	+	0.5268	52.68%
CYP inhibitory promiscuity	-	0.5416	54.16%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5566	55.66%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.9761	97.61%
Skin irritation	-	0.5613	56.13%
Skin corrosion	-	0.9337	93.37%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7555	75.55%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6249	62.49%
skin sensitisation	-	0.7081	70.81%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6951	69.51%
Acute Oral Toxicity (c)	III	0.4657	46.57%
Estrogen receptor binding	+	0.6743	67.43%
Androgen receptor binding	+	0.5516	55.16%
Thyroid receptor binding	+	0.6404	64.04%
Glucocorticoid receptor binding	+	0.7882	78.82%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5262	52.62%
Honey bee toxicity	-	0.9025	90.25%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5132	51.32%
Fish aquatic toxicity	+	0.9920	99.20%

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	95.70%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	92.63%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.25%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.14%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.26%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.07%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.44%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.61%	95.89%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.26%	96.25%
CHEMBL3401	O75469	Pregnane X receptor	81.22%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.02%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162975880
• LOTUS: LTS0012552
• wikiData: Q105343267