5,10-dihydroxy-2,2,4a,6a,6b,9,9,12a-octamethyl-3,4,5,6a,7,8,8a,10,11,12,13,14b-dodecahydro-1H-picen-6-one

Details

• Internal ID: 710981e2-e7a4-40f3-af9d-0d77a4a104f0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 5,10-dihydroxy-2,2,4a,6a,6b,9,9,12a-octamethyl-3,4,5,6a,7,8,8a,10,11,12,13,14b-dodecahydro-1H-picen-6-one
• SMILES (Canonical): CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(C(=O)C2O)C)C)(C)C)O)C)C)C
• SMILES (Isomeric): CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(C(=O)C2O)C)C)(C)C)O)C)C)C
• InChI: InChI=1S/C30H48O3/c1-25(2)15-16-27(5)19(17-25)18-9-10-21-28(6)13-12-22(31)26(3,4)20(28)11-14-29(21,7)30(18,8)24(33)23(27)32/h9,19-23,31-32H,10-17H2,1-8H3
• InChI Key: LAISWQRKWWBNCW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₃
• Molecular Weight: 456.70 g/mol
• Exact Mass: 456.36034539 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 6.32
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

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	+	0.6002	60.02%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8477	84.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9117	91.17%
OATP1B3 inhibitior	+	0.9799	97.99%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.7000	70.00%
BSEP inhibitior	+	0.8702	87.02%
P-glycoprotein inhibitior	-	0.7405	74.05%
P-glycoprotein substrate	-	0.8780	87.80%
CYP3A4 substrate	+	0.6758	67.58%
CYP2C9 substrate	-	0.6852	68.52%
CYP2D6 substrate	-	0.7722	77.22%
CYP3A4 inhibition	-	0.8282	82.82%
CYP2C9 inhibition	-	0.8688	86.88%
CYP2C19 inhibition	-	0.7942	79.42%
CYP2D6 inhibition	-	0.9397	93.97%
CYP1A2 inhibition	-	0.8994	89.94%
CYP2C8 inhibition	-	0.7875	78.75%
CYP inhibitory promiscuity	-	0.8687	86.87%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5824	58.24%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.9218	92.18%
Skin irritation	+	0.6002	60.02%
Skin corrosion	-	0.9596	95.96%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4559	45.59%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.7342	73.42%
skin sensitisation	+	0.4835	48.35%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8208	82.08%
Acute Oral Toxicity (c)	III	0.7117	71.17%
Estrogen receptor binding	+	0.7754	77.54%
Androgen receptor binding	+	0.6636	66.36%
Thyroid receptor binding	+	0.6748	67.48%
Glucocorticoid receptor binding	+	0.8417	84.17%
Aromatase binding	+	0.7212	72.12%
PPAR gamma	+	0.5717	57.17%
Honey bee toxicity	-	0.8496	84.96%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9895	98.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	95.04%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.85%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.51%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.14%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.62%	82.69%
CHEMBL2581	P07339	Cathepsin D	90.21%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.80%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.30%	100.00%
CHEMBL1871	P10275	Androgen Receptor	85.82%	96.43%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.81%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.98%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.65%	95.89%
CHEMBL4040	P28482	MAP kinase ERK2	80.82%	83.82%

Plants that contains it

• Toxicopueraria peduncularis

Cross-Links

• PubChem: 5316814
• NPASS: NPC274018