9-hydroxy-2,2,5a,5b,8,8,11a-heptamethyl-3,4,5,6,7,7a,9,10,11,11b,12,13b-dodecahydro-1H-cyclopenta[a]chrysene-3a-carboxylic acid

Details

• Internal ID: 2af513f2-b399-4602-b9d4-3eaac1d4e151
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
• IUPAC Name: 9-hydroxy-2,2,5a,5b,8,8,11a-heptamethyl-3,4,5,6,7,7a,9,10,11,11b,12,13b-dodecahydro-1H-cyclopenta[a]chrysene-3a-carboxylic acid
• SMILES (Canonical): CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CCC2(C1)C(=O)O)C)C)(C)C)O)C)C
• SMILES (Isomeric): CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CCC2(C1)C(=O)O)C)C)(C)C)O)C)C
• InChI: InChI=1S/C29H46O3/c1-24(2)16-19-18-8-9-21-26(5)12-11-22(30)25(3,4)20(26)10-13-28(21,7)27(18,6)14-15-29(19,17-24)23(31)32/h8,19-22,30H,9-17H2,1-7H3,(H,31,32)
• InChI Key: YBRJHZPWOMJYKQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₆O₃
• Molecular Weight: 442.70 g/mol
• Exact Mass: 442.34469533 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 6.84
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

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	+	0.5614	56.14%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8540	85.40%
OATP2B1 inhibitior	-	0.7215	72.15%
OATP1B1 inhibitior	+	0.9127	91.27%
OATP1B3 inhibitior	+	0.9086	90.86%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	+	0.8697	86.97%
P-glycoprotein inhibitior	-	0.9047	90.47%
P-glycoprotein substrate	-	0.8829	88.29%
CYP3A4 substrate	+	0.6424	64.24%
CYP2C9 substrate	-	0.8404	84.04%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.9088	90.88%
CYP2C9 inhibition	-	0.9189	91.89%
CYP2C19 inhibition	-	0.9182	91.82%
CYP2D6 inhibition	-	0.9537	95.37%
CYP1A2 inhibition	-	0.9191	91.91%
CYP2C8 inhibition	-	0.6220	62.20%
CYP inhibitory promiscuity	-	0.8698	86.98%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5573	55.73%
Eye corrosion	-	0.9957	99.57%
Eye irritation	-	0.9064	90.64%
Skin irritation	+	0.7045	70.45%
Skin corrosion	-	0.9592	95.92%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5957	59.57%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.5291	52.91%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	1.0000	100.00%
Nephrotoxicity	-	0.7244	72.44%
Acute Oral Toxicity (c)	III	0.6932	69.32%
Estrogen receptor binding	+	0.8131	81.31%
Androgen receptor binding	+	0.7178	71.78%
Thyroid receptor binding	+	0.6557	65.57%
Glucocorticoid receptor binding	+	0.8520	85.20%
Aromatase binding	+	0.6977	69.77%
PPAR gamma	+	0.6527	65.27%
Honey bee toxicity	-	0.9045	90.45%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9959	99.59%

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	93.45%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.70%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	90.61%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.50%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.17%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.15%	94.45%
CHEMBL2581	P07339	Cathepsin D	86.11%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.71%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.67%	95.89%

Plants that contains it

• Forsythia viridissima

Cross-Links

• PubChem: 163053557
• LOTUS: LTS0062882
• wikiData: Q105346008