(2S,4aS,5S,8aR)-1,1,4a,6-tetramethyl-5-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]-2,3,4,5,8,8a-hexahydronaphthalen-2-ol

Details

• Internal ID: 7a37dd84-b768-4d20-91cb-d9d18ee5740f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,4aS,5S,8aR)-1,1,4a,6-tetramethyl-5-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]-2,3,4,5,8,8a-hexahydronaphthalen-2-ol
• SMILES (Canonical): CC1=CCC2C(C(CCC2(C1CCC=C(C)CCC=C(C)CCC=C(C)C)C)O)(C)C
• SMILES (Isomeric): CC1=CC[C@@H]2[C@]([C@H]1CC/C=C(\C)/CC/C=C(\C)/CCC=C(C)C)(CC[C@@H](C2(C)C)O)C
• InChI: InChI=1S/C30H50O/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-26-25(5)18-19-27-29(6,7)28(31)20-21-30(26,27)8/h12,14,16,18,26-28,31H,9-11,13,15,17,19-21H2,1-8H3/b23-14+,24-16+/t26-,27-,28-,30-/m0/s1
• InChI Key: BPGVNJWOXOAFIV-VIDNDQRISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O
• Molecular Weight: 426.70 g/mol
• Exact Mass: 426.386166214 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 9.30
• Atomic LogP (AlogP): 8.96
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 9

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	+	0.6519	65.19%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4813	48.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9043	90.43%
OATP1B3 inhibitior	+	0.9574	95.74%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9452	94.52%
P-glycoprotein inhibitior	+	0.7138	71.38%
P-glycoprotein substrate	-	0.8384	83.84%
CYP3A4 substrate	+	0.6315	63.15%
CYP2C9 substrate	-	0.6499	64.99%
CYP2D6 substrate	-	0.6843	68.43%
CYP3A4 inhibition	-	0.7437	74.37%
CYP2C9 inhibition	-	0.8306	83.06%
CYP2C19 inhibition	-	0.7407	74.07%
CYP2D6 inhibition	-	0.9509	95.09%
CYP1A2 inhibition	-	0.8871	88.71%
CYP2C8 inhibition	-	0.7348	73.48%
CYP inhibitory promiscuity	-	0.6662	66.62%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6487	64.87%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9568	95.68%
Skin irritation	+	0.5936	59.36%
Skin corrosion	-	0.9468	94.68%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8481	84.81%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.5922	59.22%
skin sensitisation	+	0.7138	71.38%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7677	76.77%
Acute Oral Toxicity (c)	III	0.8676	86.76%
Estrogen receptor binding	+	0.6441	64.41%
Androgen receptor binding	-	0.5309	53.09%
Thyroid receptor binding	+	0.6658	66.58%
Glucocorticoid receptor binding	+	0.6708	67.08%
Aromatase binding	+	0.5183	51.83%
PPAR gamma	+	0.7486	74.86%
Honey bee toxicity	-	0.8367	83.67%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9869	98.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	93.87%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.84%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.02%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.66%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.24%	100.00%
CHEMBL2581	P07339	Cathepsin D	86.44%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.67%	97.09%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.10%	85.30%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.22%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.66%	95.89%

Plants that contains it

• Cratoxylum cochinchinense

Cross-Links

• PubChem: 162882006
• LOTUS: LTS0066447
• wikiData: Q104942161