[(1S,5R)-5-[(E)-6-[(4aR,8aR)-2,4a,7,7-tetramethyl-3,4,5,6,8,8a-hexahydronaphthalen-1-yl]-3-methylhex-3-enyl]-4,6,6-trimethylcyclohex-3-en-1-yl] acetate

Details

• Internal ID: 19db1690-262b-4aed-8b17-5e64b8b4b544
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,5R)-5-[(E)-6-[(4aR,8aR)-2,4a,7,7-tetramethyl-3,4,5,6,8,8a-hexahydronaphthalen-1-yl]-3-methylhex-3-enyl]-4,6,6-trimethylcyclohex-3-en-1-yl] acetate
• SMILES (Canonical): CC1=C(C2CC(CCC2(CC1)C)(C)C)CCC=C(C)CCC3C(=CCC(C3(C)C)OC(=O)C)C
• SMILES (Isomeric): CC1=C([C@@H]2CC(CC[C@@]2(CC1)C)(C)C)CC/C=C(\C)/CC[C@@H]3C(=CC[C@@H](C3(C)C)OC(=O)C)C
• InChI: InChI=1S/C32H52O2/c1-22(13-15-27-24(3)14-16-29(31(27,7)8)34-25(4)33)11-10-12-26-23(2)17-18-32(9)20-19-30(5,6)21-28(26)32/h11,14,27-29H,10,12-13,15-21H2,1-9H3/b22-11+/t27-,28+,29+,32+/m1/s1
• InChI Key: DCXSTNUOSATPBD-BXZDUIPSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₂O₂
• Molecular Weight: 468.80 g/mol
• Exact Mass: 468.396730897 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 9.10
• Atomic LogP (AlogP): 9.36
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5322	53.22%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6789	67.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8031	80.31%
OATP1B3 inhibitior	-	0.3013	30.13%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9858	98.58%
P-glycoprotein inhibitior	+	0.8148	81.48%
P-glycoprotein substrate	-	0.5913	59.13%
CYP3A4 substrate	+	0.6873	68.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.8074	80.74%
CYP2C9 inhibition	-	0.8911	89.11%
CYP2C19 inhibition	+	0.6375	63.75%
CYP2D6 inhibition	-	0.9508	95.08%
CYP1A2 inhibition	-	0.9015	90.15%
CYP2C8 inhibition	+	0.5857	58.57%
CYP inhibitory promiscuity	-	0.7126	71.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Non-required	0.5197	51.97%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9038	90.38%
Skin irritation	-	0.5215	52.15%
Skin corrosion	-	0.9891	98.91%
Ames mutagenesis	-	0.6837	68.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8218	82.18%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6571	65.71%
skin sensitisation	+	0.7150	71.50%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6317	63.17%
Acute Oral Toxicity (c)	III	0.8958	89.58%
Estrogen receptor binding	+	0.7462	74.62%
Androgen receptor binding	+	0.5897	58.97%
Thyroid receptor binding	+	0.6479	64.79%
Glucocorticoid receptor binding	+	0.7734	77.34%
Aromatase binding	+	0.6908	69.08%
PPAR gamma	+	0.6446	64.46%
Honey bee toxicity	-	0.6981	69.81%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9963	99.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.27%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.72%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.59%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.00%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.49%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.15%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.60%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.87%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	80.33%	94.73%

Plants that contains it

• Camellia sasanqua

Cross-Links

• PubChem: 10695624
• LOTUS: LTS0131892
• wikiData: Q104976058