(1S,4aR,5S,8R,8aR)-5-[2-(furan-3-yl)-2-oxoethyl]-8-hydroxy-1-(hydroxymethyl)-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydronaphthalen-2-one

Details

• Internal ID: 9c2cb80b-262e-4267-9f87-180b2344d9f1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (1S,4aR,5S,8R,8aR)-5-[2-(furan-3-yl)-2-oxoethyl]-8-hydroxy-1-(hydroxymethyl)-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydronaphthalen-2-one
• InChI: InChI=1S/C20H26O5/c1-12-8-16(23)18-19(2,6-4-17(24)20(18,3)11-21)14(12)9-15(22)13-5-7-25-10-13/h5,7,10,14,16,18,21,23H,1,4,6,8-9,11H2,2-3H3/t14-,16+,18+,19+,20-/m0/s1
• InChI Key: KLKNCUGMAQQPRP-CGKHISLQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₅
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.17802393 g/mol
• Topological Polar Surface Area (TPSA): 87.70 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9882	98.82%
Caco-2	+	0.5599	55.99%
Blood Brain Barrier	+	0.6105	61.05%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7147	71.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.6936	69.36%
OATP1B3 inhibitior	+	0.9677	96.77%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	+	0.6083	60.83%
BSEP inhibitior	-	0.7871	78.71%
P-glycoprotein inhibitior	-	0.7987	79.87%
P-glycoprotein substrate	-	0.6253	62.53%
CYP3A4 substrate	+	0.6390	63.90%
CYP2C9 substrate	-	0.8056	80.56%
CYP2D6 substrate	-	0.8133	81.33%
CYP3A4 inhibition	+	0.7303	73.03%
CYP2C9 inhibition	-	0.8633	86.33%
CYP2C19 inhibition	-	0.8709	87.09%
CYP2D6 inhibition	-	0.9190	91.90%
CYP1A2 inhibition	-	0.7205	72.05%
CYP2C8 inhibition	-	0.5640	56.40%
CYP inhibitory promiscuity	-	0.7613	76.13%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5277	52.77%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9579	95.79%
Skin irritation	+	0.5210	52.10%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	-	0.5824	58.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7872	78.72%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5240	52.40%
skin sensitisation	-	0.8707	87.07%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.4778	47.78%
Acute Oral Toxicity (c)	III	0.5314	53.14%
Estrogen receptor binding	+	0.6197	61.97%
Androgen receptor binding	+	0.6529	65.29%
Thyroid receptor binding	-	0.5222	52.22%
Glucocorticoid receptor binding	+	0.7085	70.85%
Aromatase binding	+	0.7495	74.95%
PPAR gamma	+	0.5299	52.99%
Honey bee toxicity	-	0.8891	88.91%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9947	99.47%

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	95.30%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	91.33%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.49%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.62%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.53%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.18%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.76%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.05%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.71%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.03%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.92%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.78%	89.00%

Plants that contains it

• Brickellia oliganthes

Cross-Links

• PubChem: 102062192
• LOTUS: LTS0239787
• wikiData: Q105142662