(1R,2R,3S,4R,4aR,8aR)-4-[2-(furan-3-yl)ethyl]-3,4,8,8a-tetramethyl-1,2,3,4a,5,6-hexahydronaphthalene-1,2-diol

Details

• Internal ID: 11bd388f-7560-4fdb-95ee-cd191bb55440
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (1R,2R,3S,4R,4aR,8aR)-4-[2-(furan-3-yl)ethyl]-3,4,8,8a-tetramethyl-1,2,3,4a,5,6-hexahydronaphthalene-1,2-diol
• InChI: InChI=1S/C20H30O3/c1-13-6-5-7-16-19(3,10-8-15-9-11-23-12-15)14(2)17(21)18(22)20(13,16)4/h6,9,11-12,14,16-18,21-22H,5,7-8,10H2,1-4H3/t14-,16-,17-,18+,19+,20+/m1/s1
• InChI Key: HAFUEVCORQGSRZ-KXMHTTHWSA-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: 4.00
• 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	+	0.9866	98.66%
Caco-2	+	0.6622	66.22%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5046	50.46%
OATP2B1 inhibitior	-	0.8658	86.58%
OATP1B1 inhibitior	+	0.7682	76.82%
OATP1B3 inhibitior	+	0.9615	96.15%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6289	62.89%
P-glycoprotein inhibitior	-	0.8336	83.36%
P-glycoprotein substrate	-	0.6414	64.14%
CYP3A4 substrate	+	0.6107	61.07%
CYP2C9 substrate	-	0.6254	62.54%
CYP2D6 substrate	-	0.6779	67.79%
CYP3A4 inhibition	+	0.5950	59.50%
CYP2C9 inhibition	-	0.6792	67.92%
CYP2C19 inhibition	-	0.5320	53.20%
CYP2D6 inhibition	-	0.8582	85.82%
CYP1A2 inhibition	+	0.5801	58.01%
CYP2C8 inhibition	+	0.4672	46.72%
CYP inhibitory promiscuity	+	0.7186	71.86%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4860	48.60%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9836	98.36%
Skin irritation	-	0.5629	56.29%
Skin corrosion	-	0.9296	92.96%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7109	71.09%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5051	50.51%
skin sensitisation	-	0.7117	71.17%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7007	70.07%
Acute Oral Toxicity (c)	III	0.5383	53.83%
Estrogen receptor binding	+	0.7303	73.03%
Androgen receptor binding	+	0.6711	67.11%
Thyroid receptor binding	+	0.6441	64.41%
Glucocorticoid receptor binding	+	0.6038	60.38%
Aromatase binding	+	0.6858	68.58%
PPAR gamma	-	0.5286	52.86%
Honey bee toxicity	-	0.9035	90.35%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5032	50.32%
Fish aquatic toxicity	+	0.9960	99.60%

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	96.08%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.24%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	93.14%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.51%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.01%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.64%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.33%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.16%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	82.24%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.10%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.68%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.55%	94.80%
CHEMBL221	P23219	Cyclooxygenase-1	80.14%	90.17%

Plants that contains it

• Croton jacobinensis

Cross-Links

• PubChem: 162872531
• LOTUS: LTS0172264
• wikiData: Q105024852