4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-2,4a,5,6,6a,7,8,9,10,13,14,14a-dodecahydro-1H-picen-3-one

Details

• Internal ID: 5d01e687-24ee-47ce-88d0-724b86947d02
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-2,4a,5,6,6a,7,8,9,10,13,14,14a-dodecahydro-1H-picen-3-one
• SMILES (Canonical): CC1(CCC2(CCC3(C(C2=C1)CCC4C3(CCC5C4(CCC(=O)C5(C)CO)C)C)C)C)C
• SMILES (Isomeric): CC1(CCC2(CCC3(C(C2=C1)CCC4C3(CCC5C4(CCC(=O)C5(C)CO)C)C)C)C)C
• InChI: InChI=1S/C30H48O2/c1-25(2)14-15-26(3)16-17-29(6)20(21(26)18-25)8-9-23-27(4)12-11-24(32)28(5,19-31)22(27)10-13-30(23,29)7/h18,20,22-23,31H,8-17,19H2,1-7H3
• InChI Key: BMSGEXIJEMREGC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₂
• Molecular Weight: 440.70 g/mol
• Exact Mass: 440.365430770 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 8.40
• Atomic LogP (AlogP): 7.35
• H-Bond Acceptor: 2
• 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	+	0.9965	99.65%
Caco-2	+	0.5728	57.28%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7353	73.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8872	88.72%
OATP1B3 inhibitior	+	0.8996	89.96%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6119	61.19%
BSEP inhibitior	+	0.9252	92.52%
P-glycoprotein inhibitior	-	0.5689	56.89%
P-glycoprotein substrate	-	0.7763	77.63%
CYP3A4 substrate	+	0.6278	62.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8045	80.45%
CYP3A4 inhibition	-	0.9104	91.04%
CYP2C9 inhibition	-	0.8141	81.41%
CYP2C19 inhibition	-	0.6990	69.90%
CYP2D6 inhibition	-	0.9320	93.20%
CYP1A2 inhibition	-	0.7360	73.60%
CYP2C8 inhibition	-	0.7005	70.05%
CYP inhibitory promiscuity	-	0.8007	80.07%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5693	56.93%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9418	94.18%
Skin irritation	-	0.5489	54.89%
Skin corrosion	-	0.9711	97.11%
Ames mutagenesis	-	0.6382	63.82%
Human Ether-a-go-go-Related Gene inhibition	+	0.6470	64.70%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.7473	74.73%
skin sensitisation	-	0.6492	64.92%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7254	72.54%
Acute Oral Toxicity (c)	III	0.8701	87.01%
Estrogen receptor binding	+	0.8625	86.25%
Androgen receptor binding	+	0.7180	71.80%
Thyroid receptor binding	+	0.7078	70.78%
Glucocorticoid receptor binding	+	0.8734	87.34%
Aromatase binding	+	0.7512	75.12%
PPAR gamma	+	0.6529	65.29%
Honey bee toxicity	-	0.8729	87.29%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9763	97.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.99%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.26%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.99%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.00%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.94%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.42%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.06%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	85.34%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.15%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.70%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.20%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.89%	95.89%

Plants that contains it

• Salvia pomifera

Cross-Links

• PubChem: 163013662
• LOTUS: LTS0262847
• wikiData: Q104938531