acetyl 10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate

Details

• Internal ID: 54d23c7c-bb70-4cec-b76a-bb68d985b8fe
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: acetyl 10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1C)C)C(=O)OC(=O)C
• SMILES (Isomeric): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1C)C)C(=O)OC(=O)C
• InChI: InChI=1S/C32H50O4/c1-19-11-16-32(27(35)36-21(3)33)18-17-30(7)22(26(32)20(19)2)9-10-24-29(6)14-13-25(34)28(4,5)23(29)12-15-31(24,30)8/h9,19-20,23-26,34H,10-18H2,1-8H3
• InChI Key: KLCUUHOIEJZJNQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₀O₄
• Molecular Weight: 498.70 g/mol
• Exact Mass: 498.37091007 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 7.50
• Atomic LogP (AlogP): 7.09
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	-	0.5292	52.92%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8873	88.73%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.9190	91.90%
OATP1B3 inhibitior	-	0.4324	43.24%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6571	65.71%
BSEP inhibitior	+	0.9509	95.09%
P-glycoprotein inhibitior	+	0.5715	57.15%
P-glycoprotein substrate	-	0.7886	78.86%
CYP3A4 substrate	+	0.6897	68.97%
CYP2C9 substrate	-	0.8262	82.62%
CYP2D6 substrate	-	0.8313	83.13%
CYP3A4 inhibition	-	0.7919	79.19%
CYP2C9 inhibition	-	0.8000	80.00%
CYP2C19 inhibition	-	0.8254	82.54%
CYP2D6 inhibition	-	0.9612	96.12%
CYP1A2 inhibition	-	0.7548	75.48%
CYP2C8 inhibition	+	0.5665	56.65%
CYP inhibitory promiscuity	-	0.9541	95.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9743	97.43%
Carcinogenicity (trinary)	Non-required	0.6304	63.04%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9263	92.63%
Skin irritation	+	0.6362	63.62%
Skin corrosion	-	0.9519	95.19%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7190	71.90%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5584	55.84%
skin sensitisation	-	0.6633	66.33%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8623	86.23%
Acute Oral Toxicity (c)	I	0.5450	54.50%
Estrogen receptor binding	+	0.7851	78.51%
Androgen receptor binding	+	0.7429	74.29%
Thyroid receptor binding	+	0.6109	61.09%
Glucocorticoid receptor binding	+	0.8478	84.78%
Aromatase binding	+	0.7934	79.34%
PPAR gamma	+	0.6698	66.98%
Honey bee toxicity	-	0.7664	76.64%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5395	53.95%
Fish aquatic toxicity	+	0.9973	99.73%

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	95.67%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.15%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.89%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.78%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.60%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.37%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.24%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.77%	100.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	87.72%	85.30%
CHEMBL340	P08684	Cytochrome P450 3A4	84.14%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.77%	95.89%

Plants that contains it

• Cunila lythrifolia

Cross-Links

• PubChem: 163045832
• LOTUS: LTS0082082
• wikiData: Q105142537