(1R)-3,5,5-trimethyl-4-[(3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-[(1R)-2,6,6-trimethylcyclohex-2-en-1-yl]octadeca-3,5,7,9,11,13,15,17-octaen-1-ynyl]cyclohex-3-en-1-ol

Details

• Internal ID: 0b64ab05-f147-4d89-96a6-c418ceaa29e9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R)-3,5,5-trimethyl-4-[(3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-[(1R)-2,6,6-trimethylcyclohex-2-en-1-yl]octadeca-3,5,7,9,11,13,15,17-octaen-1-ynyl]cyclohex-3-en-1-ol
• SMILES (Canonical): CC1=C(C(CC(C1)O)(C)C)C#CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2C(=CCCC2(C)C)C)C)C
• SMILES (Isomeric): CC1=C(C(C[C@@H](C1)O)(C)C)C#C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/[C@H]2C(=CCCC2(C)C)C)/C)/C
• InChI: InChI=1S/C40H54O/c1-30(18-13-20-32(3)23-25-37-34(5)22-15-27-39(37,7)8)16-11-12-17-31(2)19-14-21-33(4)24-26-38-35(6)28-36(41)29-40(38,9)10/h11-14,16-23,25,36-37,41H,15,27-29H2,1-10H3/b12-11+,18-13+,19-14+,25-23+,30-16+,31-17+,32-20+,33-21+/t36-,37+/m1/s1
• InChI Key: UNFSUWGHNYXWHO-SEHWBYMQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₄O
• Molecular Weight: 550.90 g/mol
• Exact Mass: 550.417466342 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 12.10
• Atomic LogP (AlogP): 10.88
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	-	0.8039	80.39%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.4711	47.11%
OATP2B1 inhibitior	-	0.7134	71.34%
OATP1B1 inhibitior	+	0.8532	85.32%
OATP1B3 inhibitior	+	0.8986	89.86%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9949	99.49%
P-glycoprotein inhibitior	+	0.8124	81.24%
P-glycoprotein substrate	+	0.5252	52.52%
CYP3A4 substrate	+	0.6667	66.67%
CYP2C9 substrate	-	0.6036	60.36%
CYP2D6 substrate	-	0.7971	79.71%
CYP3A4 inhibition	-	0.8340	83.40%
CYP2C9 inhibition	-	0.7992	79.92%
CYP2C19 inhibition	-	0.5920	59.20%
CYP2D6 inhibition	-	0.9260	92.60%
CYP1A2 inhibition	-	0.8845	88.45%
CYP2C8 inhibition	+	0.6104	61.04%
CYP inhibitory promiscuity	-	0.7315	73.15%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7728	77.28%
Carcinogenicity (trinary)	Non-required	0.6316	63.16%
Eye corrosion	-	0.9789	97.89%
Eye irritation	-	0.9286	92.86%
Skin irritation	+	0.6454	64.54%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8525	85.25%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6123	61.23%
skin sensitisation	+	0.8024	80.24%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.4681	46.81%
Acute Oral Toxicity (c)	III	0.7779	77.79%
Estrogen receptor binding	+	0.8228	82.28%
Androgen receptor binding	+	0.5938	59.38%
Thyroid receptor binding	+	0.7021	70.21%
Glucocorticoid receptor binding	+	0.8033	80.33%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7487	74.87%
Honey bee toxicity	-	0.7138	71.38%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9583	95.83%

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	96.48%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.67%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	89.25%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.99%	86.33%
CHEMBL4208	P20618	Proteasome component C5	88.99%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.82%	92.94%
CHEMBL1937	Q92769	Histone deacetylase 2	87.79%	94.75%
CHEMBL3524	P56524	Histone deacetylase 4	87.17%	92.97%
CHEMBL2004	P48443	Retinoid X receptor gamma	86.35%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.21%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.98%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.84%	95.89%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.31%	90.24%
CHEMBL1870	P28702	Retinoid X receptor beta	84.96%	95.00%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	84.79%	96.42%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.82%	89.00%
CHEMBL2581	P07339	Cathepsin D	83.06%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	82.84%	97.79%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.86%	95.50%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.78%	90.93%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.04%	96.25%

Plants that contains it

• Achillea macrophylla
• Agave aurea
• Ageratina havanensis
• Ajuga spectabilis
• Alstroemeria revoluta
• Astragalus tragacantha
• Baphia nitida
• Chamaecyparis lawsoniana
• Corynanthe mayumbensis
• Crataegus viridis var. ovata
• Crinum erubescens
• Cylindrolobus foetidus
• Emilia sonchifolia
• Encephalartos altensteinii
• Euphorbia kamerunica
• Euphorbia marginata
• Excoecaria oppositifolia
• Gardenia collinsae
• Grindelia hirsutula
• Gymnosporia senegalensis
• Jungermannia hyalina
• Kobresia nepalensis
• Ligularia muliensis
• Marrubium alysson
• Melaleuca viminalis
• Melampodium americanum
• Neolitsea aciculata
• Neolitsea pulchella
• Nuphar lutea
• Pentzia incana
• Prangos pabularia
• Selliguea feei
• Shuteria vestita
• Simaba orinocensis
• Stevia chamaedrys
• Teucrium oxylepis
• Thelypteris triphylla
• Trifolium subterraneum
• Trillium camschatcense
• Ursinia abrotanifolia

Cross-Links

• PubChem: 101289802
• NPASS: NPC51939
• LOTUS: LTS0143307
• wikiData: Q105275958