(1S,4aR,5S,8aR)-5-[(E)-5-[[(1R,4aR,7R,8aR)-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-2,3,4,5,6,7,8,8a-octahydronaphthalen-1-yl]oxy]-3-methylpent-3-enyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid

Details

• Internal ID: c8ab92e8-2041-4c32-a2f4-e28fcff08f98
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1S,4aR,5S,8aR)-5-[(E)-5-[[(1R,4aR,7R,8aR)-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-2,3,4,5,6,7,8,8a-octahydronaphthalen-1-yl]oxy]-3-methylpent-3-enyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
• SMILES (Canonical): CC(=CCOC1(CCCC2(C1CC(CC2)C(C)(C)O)C)C)CCC3C(=C)CCC4C3(CCCC4(C)C(=O)O)C
• SMILES (Isomeric): C/C(=C\CO[C@@]1(CCC[C@]2([C@H]1C[C@@H](CC2)C(C)(C)O)C)C)/CC[C@H]3C(=C)CC[C@@H]4[C@@]3(CCC[C@]4(C)C(=O)O)C
• InChI: InChI=1S/C35H58O4/c1-24(11-13-27-25(2)12-14-28-33(27,6)18-10-19-34(28,7)30(36)37)16-22-39-35(8)20-9-17-32(5)21-15-26(23-29(32)35)31(3,4)38/h16,26-29,38H,2,9-15,17-23H2,1,3-8H3,(H,36,37)/b24-16+/t26-,27+,28-,29-,32-,33-,34+,35-/m1/s1
• InChI Key: UQJZUXVCXDZBFM-RWVLBVISSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₈O₄
• Molecular Weight: 542.80 g/mol
• Exact Mass: 542.43351033 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 8.50
• Atomic LogP (AlogP): 8.73
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9889	98.89%
Caco-2	-	0.6811	68.11%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.9001	90.01%
OATP2B1 inhibitior	-	0.5687	56.87%
OATP1B1 inhibitior	+	0.8128	81.28%
OATP1B3 inhibitior	-	0.2750	27.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6369	63.69%
BSEP inhibitior	+	0.9860	98.60%
P-glycoprotein inhibitior	+	0.6754	67.54%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7023	70.23%
CYP2C9 substrate	-	0.6006	60.06%
CYP2D6 substrate	-	0.8784	87.84%
CYP3A4 inhibition	-	0.7416	74.16%
CYP2C9 inhibition	-	0.7713	77.13%
CYP2C19 inhibition	-	0.8422	84.22%
CYP2D6 inhibition	-	0.9351	93.51%
CYP1A2 inhibition	-	0.7722	77.22%
CYP2C8 inhibition	+	0.7579	75.79%
CYP inhibitory promiscuity	-	0.7691	76.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6720	67.20%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9110	91.10%
Skin irritation	-	0.5846	58.46%
Skin corrosion	-	0.9757	97.57%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7197	71.97%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6976	69.76%
skin sensitisation	-	0.6989	69.89%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6932	69.32%
Acute Oral Toxicity (c)	III	0.7810	78.10%
Estrogen receptor binding	+	0.6147	61.47%
Androgen receptor binding	+	0.6951	69.51%
Thyroid receptor binding	+	0.5796	57.96%
Glucocorticoid receptor binding	+	0.6721	67.21%
Aromatase binding	+	0.6505	65.05%
PPAR gamma	+	0.5682	56.82%
Honey bee toxicity	-	0.7232	72.32%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.77%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.33%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.90%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.84%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.01%	96.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.48%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.60%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	84.59%	83.82%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	84.25%	96.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.20%	100.00%
CHEMBL2581	P07339	Cathepsin D	83.81%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.51%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.60%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.50%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.97%	94.33%
CHEMBL233	P35372	Mu opioid receptor	80.39%	97.93%
CHEMBL340	P08684	Cytochrome P450 3A4	80.20%	91.19%

Plants that contains it

• Cryptomeria japonica

Cross-Links

• PubChem: 162890033
• LOTUS: LTS0154429
• wikiData: Q105277291