(4aS,5R,6S,8aS)-5-[2-[(2S,3R,4S,5R)-2,5-diethoxy-3,4-dihydroxyoxolan-3-yl]ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

Details

• Internal ID: f20b82c7-ac02-413f-baf7-136ba6765887
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (4aS,5R,6S,8aS)-5-[2-[(2S,3R,4S,5R)-2,5-diethoxy-3,4-dihydroxyoxolan-3-yl]ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid
• SMILES (Canonical): CCOC1C(C(C(O1)OCC)(CCC2(C(CCC3(C2CCC=C3C(=O)O)C)C)C)O)O
• SMILES (Isomeric): CCO[C@H]1[C@H]([C@@]([C@H](O1)OCC)(CC[C@@]2([C@H](CC[C@]3([C@H]2CCC=C3C(=O)O)C)C)C)O)O
• InChI: InChI=1S/C24H40O7/c1-6-29-20-18(25)24(28,21(31-20)30-7-2)14-13-22(4)15(3)11-12-23(5)16(19(26)27)9-8-10-17(22)23/h9,15,17-18,20-21,25,28H,6-8,10-14H2,1-5H3,(H,26,27)/t15-,17-,18+,20+,21-,22+,23+,24+/m0/s1
• InChI Key: JFCPPPHVVNHFMB-HMOJWIGVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₀O₇
• Molecular Weight: 440.60 g/mol
• Exact Mass: 440.27740361 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9785	97.85%
Caco-2	-	0.5189	51.89%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7572	75.72%
OATP2B1 inhibitior	-	0.8623	86.23%
OATP1B1 inhibitior	+	0.8900	89.00%
OATP1B3 inhibitior	+	0.9552	95.52%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9129	91.29%
P-glycoprotein inhibitior	-	0.5972	59.72%
P-glycoprotein substrate	-	0.7540	75.40%
CYP3A4 substrate	+	0.6342	63.42%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.9008	90.08%
CYP3A4 inhibition	-	0.6223	62.23%
CYP2C9 inhibition	-	0.7870	78.70%
CYP2C19 inhibition	-	0.7463	74.63%
CYP2D6 inhibition	-	0.9233	92.33%
CYP1A2 inhibition	-	0.8121	81.21%
CYP2C8 inhibition	-	0.5877	58.77%
CYP inhibitory promiscuity	-	0.8474	84.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5446	54.46%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9378	93.78%
Skin irritation	+	0.6040	60.40%
Skin corrosion	-	0.9468	94.68%
Ames mutagenesis	-	0.6624	66.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.6239	62.39%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5412	54.12%
skin sensitisation	-	0.9180	91.80%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7546	75.46%
Acute Oral Toxicity (c)	III	0.4104	41.04%
Estrogen receptor binding	+	0.8080	80.80%
Androgen receptor binding	+	0.5822	58.22%
Thyroid receptor binding	+	0.6560	65.60%
Glucocorticoid receptor binding	+	0.7303	73.03%
Aromatase binding	+	0.8069	80.69%
PPAR gamma	-	0.4857	48.57%
Honey bee toxicity	-	0.8744	87.44%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6850	68.50%
Fish aquatic toxicity	+	0.9902	99.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.14%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.87%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.44%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.14%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.35%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.31%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.75%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.71%	100.00%
CHEMBL5028	O14672	ADAM10	81.63%	97.50%

Plants that contains it

• Dodonaea viscosa

Cross-Links

• PubChem: 162915666
• LOTUS: LTS0032669
• wikiData: Q105126597