(1R,2R,4aS,8aS)-1-[(2S)-2-(furan-3-yl)-2-hydroxyethyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol

Details

• Internal ID: 0ce8a539-e28d-4a2b-9381-1bde73400c93
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (1R,2R,4aS,8aS)-1-[(2S)-2-(furan-3-yl)-2-hydroxyethyl]-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol
• InChI: InChI=1S/C20H32O3/c1-18(2)8-5-9-19(3)16(18)6-10-20(4,22)17(19)12-15(21)14-7-11-23-13-14/h7,11,13,15-17,21-22H,5-6,8-10,12H2,1-4H3/t15-,16-,17+,19-,20+/m0/s1
• InChI Key: DUMVREHZTJJZCX-VBYALHQYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 53.60 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.70
• 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	+	0.9951	99.51%
Caco-2	+	0.6482	64.82%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5969	59.69%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.7618	76.18%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.4518	45.18%
P-glycoprotein inhibitior	-	0.7946	79.46%
P-glycoprotein substrate	-	0.7938	79.38%
CYP3A4 substrate	+	0.5795	57.95%
CYP2C9 substrate	+	0.5779	57.79%
CYP2D6 substrate	-	0.6584	65.84%
CYP3A4 inhibition	-	0.6215	62.15%
CYP2C9 inhibition	-	0.7940	79.40%
CYP2C19 inhibition	-	0.7273	72.73%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	-	0.7604	76.04%
CYP2C8 inhibition	+	0.4714	47.14%
CYP inhibitory promiscuity	-	0.7211	72.11%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5755	57.55%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9659	96.59%
Skin irritation	-	0.6374	63.74%
Skin corrosion	-	0.9276	92.76%
Ames mutagenesis	-	0.8070	80.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6446	64.46%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6552	65.52%
skin sensitisation	-	0.7778	77.78%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8641	86.41%
Acute Oral Toxicity (c)	III	0.4037	40.37%
Estrogen receptor binding	+	0.8224	82.24%
Androgen receptor binding	-	0.5813	58.13%
Thyroid receptor binding	+	0.7427	74.27%
Glucocorticoid receptor binding	+	0.8050	80.50%
Aromatase binding	+	0.6956	69.56%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9131	91.31%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9755	97.55%

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	99.03%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.26%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.85%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.67%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.92%	90.17%
CHEMBL2581	P07339	Cathepsin D	89.76%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.30%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.36%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.25%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.72%	89.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.62%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.58%	95.56%
CHEMBL3524	P56524	Histone deacetylase 4	80.49%	92.97%

Plants that contains it

• Baccharis scandens

Cross-Links

• PubChem: 101602312
• LOTUS: LTS0089193
• wikiData: Q104989338