(1R,2R,4aR,5R,8aS)-1-[2-(furan-3-yl)-2-oxoethyl]-2,4a,5-trimethyl-6-oxo-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carbaldehyde

Details

• Internal ID: f88b5708-1dbd-4ba7-9730-986a50cbfde5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (1R,2R,4aR,5R,8aS)-1-[2-(furan-3-yl)-2-oxoethyl]-2,4a,5-trimethyl-6-oxo-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carbaldehyde
• SMILES (Canonical): CC1CCC2(C(C(=O)CCC2C1(CC(=O)C3=COC=C3)C=O)C)C
• SMILES (Isomeric): C[C@@H]1CC[C@]2([C@H](C(=O)CC[C@@H]2[C@]1(CC(=O)C3=COC=C3)C=O)C)C
• InChI: InChI=1S/C20H26O4/c1-13-6-8-19(3)14(2)16(22)4-5-18(19)20(13,12-21)10-17(23)15-7-9-24-11-15/h7,9,11-14,18H,4-6,8,10H2,1-3H3/t13-,14+,18+,19+,20-/m1/s1
• InChI Key: WXHIUIPPERUWBD-JDXGUBFVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 64.40 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 4.09
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9927	99.27%
Caco-2	+	0.7756	77.56%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6374	63.74%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.7717	77.17%
OATP1B3 inhibitior	+	0.9742	97.42%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6652	66.52%
P-glycoprotein inhibitior	-	0.7687	76.87%
P-glycoprotein substrate	-	0.7383	73.83%
CYP3A4 substrate	+	0.6503	65.03%
CYP2C9 substrate	+	0.6108	61.08%
CYP2D6 substrate	-	0.7974	79.74%
CYP3A4 inhibition	-	0.6546	65.46%
CYP2C9 inhibition	-	0.8226	82.26%
CYP2C19 inhibition	-	0.8719	87.19%
CYP2D6 inhibition	-	0.9578	95.78%
CYP1A2 inhibition	-	0.7626	76.26%
CYP2C8 inhibition	-	0.6157	61.57%
CYP inhibitory promiscuity	-	0.8700	87.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6318	63.18%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9723	97.23%
Skin irritation	-	0.5868	58.68%
Skin corrosion	-	0.8171	81.71%
Ames mutagenesis	-	0.7440	74.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.8869	88.69%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6702	67.02%
skin sensitisation	-	0.8458	84.58%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8427	84.27%
Acute Oral Toxicity (c)	III	0.6264	62.64%
Estrogen receptor binding	+	0.6869	68.69%
Androgen receptor binding	+	0.6139	61.39%
Thyroid receptor binding	+	0.5283	52.83%
Glucocorticoid receptor binding	+	0.5781	57.81%
Aromatase binding	+	0.6471	64.71%
PPAR gamma	-	0.5408	54.08%
Honey bee toxicity	-	0.9126	91.26%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9871	98.71%

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	93.82%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.25%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.40%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.09%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.73%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.28%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.86%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.20%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	86.60%	90.17%
CHEMBL2581	P07339	Cathepsin D	84.63%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.91%	99.23%

Plants that contains it

• Croton hovarum

Cross-Links

• PubChem: 162844021
• LOTUS: LTS0079800
• wikiData: Q105314634