(2S,4aR,5S,8aR)-5-[2-[(1S,2R,4aR,6S,8aR)-6-hydroxy-2,5,5,8a-tetramethyl-1,2,3,4,4a,6,7,8-octahydronaphthalen-1-yl]ethyl]-1,1,4a,6-tetramethyl-2,3,4,5,8,8a-hexahydronaphthalen-2-ol

Details

• Internal ID: 6040649a-ce1a-4378-85d0-6f870eb43d40
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,4aR,5S,8aR)-5-[2-[(1S,2R,4aR,6S,8aR)-6-hydroxy-2,5,5,8a-tetramethyl-1,2,3,4,4a,6,7,8-octahydronaphthalen-1-yl]ethyl]-1,1,4a,6-tetramethyl-2,3,4,5,8,8a-hexahydronaphthalen-2-ol
• SMILES (Canonical): CC1CCC2C(C(CCC2(C1CCC3C(=CCC4C3(CCC(C4(C)C)O)C)C)C)O)(C)C
• SMILES (Isomeric): C[C@@H]1CC[C@@H]2[C@@]([C@H]1CC[C@H]3C(=CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)C)(CC[C@@H](C2(C)C)O)C
• InChI: InChI=1S/C30H52O2/c1-19-9-13-23-27(3,4)25(31)15-17-29(23,7)21(19)11-12-22-20(2)10-14-24-28(5,6)26(32)16-18-30(22,24)8/h9,20-26,31-32H,10-18H2,1-8H3/t20-,21+,22+,23+,24+,25+,26+,29-,30-/m1/s1
• InChI Key: QLQOZGGPVCEGMC-LWLQVQLWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₂O₂
• Molecular Weight: 444.70 g/mol
• Exact Mass: 444.396730897 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 8.00
• Atomic LogP (AlogP): 7.39
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	-	0.5681	56.81%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5900	59.00%
OATP2B1 inhibitior	-	0.7294	72.94%
OATP1B1 inhibitior	+	0.9271	92.71%
OATP1B3 inhibitior	+	0.9751	97.51%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.5670	56.70%
P-glycoprotein inhibitior	-	0.6205	62.05%
P-glycoprotein substrate	-	0.7556	75.56%
CYP3A4 substrate	+	0.6439	64.39%
CYP2C9 substrate	-	0.6499	64.99%
CYP2D6 substrate	-	0.6843	68.43%
CYP3A4 inhibition	-	0.7054	70.54%
CYP2C9 inhibition	-	0.9139	91.39%
CYP2C19 inhibition	-	0.7489	74.89%
CYP2D6 inhibition	-	0.9449	94.49%
CYP1A2 inhibition	-	0.8679	86.79%
CYP2C8 inhibition	-	0.6125	61.25%
CYP inhibitory promiscuity	-	0.6001	60.01%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6490	64.90%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9456	94.56%
Skin irritation	-	0.5330	53.30%
Skin corrosion	-	0.9664	96.64%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4447	44.47%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	+	0.6640	66.40%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.9021	90.21%
Acute Oral Toxicity (c)	III	0.8114	81.14%
Estrogen receptor binding	+	0.7501	75.01%
Androgen receptor binding	+	0.6334	63.34%
Thyroid receptor binding	+	0.6470	64.70%
Glucocorticoid receptor binding	+	0.7455	74.55%
Aromatase binding	+	0.5451	54.51%
PPAR gamma	+	0.6069	60.69%
Honey bee toxicity	-	0.8726	87.26%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9841	98.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	91.12%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.09%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.86%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.80%	96.61%
CHEMBL2581	P07339	Cathepsin D	88.04%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	86.76%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.75%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	85.56%	95.93%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.65%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.57%	100.00%

Plants that contains it

• Cissus quadrangularis

Cross-Links

• PubChem: 162924408
• LOTUS: LTS0171347
• wikiData: Q105223727