(1S,4aR,5S,8aS)-5-[(E,3S,7S)-9-[(1S,4aR,5S,8aR)-5-carboxy-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-6-formyl-3,7-dimethylnon-5-enyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid

Details

• Internal ID: 2808b877-f30f-427b-96ac-53544513ec70
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
• IUPAC Name: (1S,4aR,5S,8aS)-5-[(E,3S,7S)-9-[(1S,4aR,5S,8aR)-5-carboxy-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-6-formyl-3,7-dimethylnon-5-enyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
• SMILES (Canonical): CC(CCC1C(=C)CCC2C1(CCCC2(C)C(=O)O)C)CC=C(C=O)C(C)CCC3C(=C)CCC4C3(CCCC4(C)C(=O)O)C
• SMILES (Isomeric): C[C@@H](CC[C@H]1C(=C)CC[C@H]2[C@@]1(CCC[C@]2(C)C(=O)O)C)C/C=C(/C=O)\[C@@H](C)CC[C@H]3C(=C)CC[C@@H]4[C@@]3(CCC[C@]4(C)C(=O)O)C
• InChI: InChI=1S/C40H62O5/c1-26(12-17-31-28(3)14-19-33-37(31,5)21-9-23-39(33,7)35(42)43)11-16-30(25-41)27(2)13-18-32-29(4)15-20-34-38(32,6)22-10-24-40(34,8)36(44)45/h16,25-27,31-34H,3-4,9-15,17-24H2,1-2,5-8H3,(H,42,43)(H,44,45)/b30-16-/t26-,27+,31+,32+,33+,34-,37-,38-,39+,40+/m1/s1
• InChI Key: ZDANNBYRXLXFSO-XJTJJHGLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₂O₅
• Molecular Weight: 622.90 g/mol
• Exact Mass: 622.45972507 g/mol
• Topological Polar Surface Area (TPSA): 91.70 Ų
• XlogP: 10.20
• Atomic LogP (AlogP): 10.06
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9760	97.60%
Caco-2	-	0.8133	81.33%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7101	71.01%
OATP2B1 inhibitior	-	0.5723	57.23%
OATP1B1 inhibitior	+	0.8032	80.32%
OATP1B3 inhibitior	-	0.3527	35.27%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6771	67.71%
BSEP inhibitior	+	0.8876	88.76%
P-glycoprotein inhibitior	+	0.7421	74.21%
P-glycoprotein substrate	-	0.6501	65.01%
CYP3A4 substrate	+	0.6357	63.57%
CYP2C9 substrate	-	0.7859	78.59%
CYP2D6 substrate	-	0.9118	91.18%
CYP3A4 inhibition	-	0.7313	73.13%
CYP2C9 inhibition	-	0.8709	87.09%
CYP2C19 inhibition	-	0.8957	89.57%
CYP2D6 inhibition	-	0.9385	93.85%
CYP1A2 inhibition	-	0.8614	86.14%
CYP2C8 inhibition	-	0.6865	68.65%
CYP inhibitory promiscuity	-	0.8439	84.39%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6941	69.41%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.8977	89.77%
Skin irritation	-	0.6061	60.61%
Skin corrosion	-	0.9752	97.52%
Ames mutagenesis	-	0.7154	71.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6453	64.53%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6569	65.69%
skin sensitisation	+	0.7743	77.43%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5830	58.30%
Acute Oral Toxicity (c)	III	0.6888	68.88%
Estrogen receptor binding	+	0.7226	72.26%
Androgen receptor binding	+	0.6615	66.15%
Thyroid receptor binding	+	0.5597	55.97%
Glucocorticoid receptor binding	+	0.7322	73.22%
Aromatase binding	+	0.6772	67.72%
PPAR gamma	+	0.5839	58.39%
Honey bee toxicity	-	0.8605	86.05%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
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
CHEMBL4040	P28482	MAP kinase ERK2	97.65%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.40%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	92.97%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.28%	95.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.64%	96.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.85%	97.25%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.86%	100.00%
CHEMBL233	P35372	Mu opioid receptor	86.85%	97.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.65%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	85.45%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.24%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.01%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.86%	90.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.58%	96.47%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.16%	96.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.13%	95.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.25%	98.75%
CHEMBL237	P41145	Kappa opioid receptor	80.83%	98.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.00%	97.09%

Plants that contains it

• Cryptomeria japonica

Cross-Links

• PubChem: 162958350
• LOTUS: LTS0244053
• wikiData: Q105371948