10-hydroxy-2,6a,6b,9,9,12a-hexamethyl-4,5,6,6a,7,8,8a,10,11,12,13,14b-dodecahydro-3H-picene-4a-carboxylic acid

Details

• Internal ID: 74e10929-b64f-4fc2-aa0b-542f77db6882
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclic alcohols and derivatives
• IUPAC Name: 10-hydroxy-2,6a,6b,9,9,12a-hexamethyl-4,5,6,6a,7,8,8a,10,11,12,13,14b-dodecahydro-3H-picene-4a-carboxylic acid
• SMILES (Canonical): CC1=CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CCC2(CC1)C(=O)O)C)C)(C)C)O)C
• SMILES (Isomeric): CC1=CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CCC2(CC1)C(=O)O)C)C)(C)C)O)C
• InChI: InChI=1S/C29H44O3/c1-18-9-14-29(24(31)32)16-15-27(5)19(20(29)17-18)7-8-22-26(4)12-11-23(30)25(2,3)21(26)10-13-28(22,27)6/h7,17,20-23,30H,8-16H2,1-6H3,(H,31,32)
• InChI Key: YOTBLLHWILNRDE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₄O₃
• Molecular Weight: 440.70 g/mol
• Exact Mass: 440.32904526 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 6.76
• 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	+	0.9972	99.72%
Caco-2	+	0.5931	59.31%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8699	86.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8844	88.44%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.9419	94.19%
P-glycoprotein inhibitior	-	0.7977	79.77%
P-glycoprotein substrate	-	0.8483	84.83%
CYP3A4 substrate	+	0.6758	67.58%
CYP2C9 substrate	-	0.8404	84.04%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.8695	86.95%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9485	94.85%
CYP1A2 inhibition	-	0.9169	91.69%
CYP2C8 inhibition	+	0.5132	51.32%
CYP inhibitory promiscuity	-	0.9046	90.46%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5962	59.62%
Eye corrosion	-	0.9948	99.48%
Eye irritation	-	0.9412	94.12%
Skin irritation	+	0.6328	63.28%
Skin corrosion	-	0.9644	96.44%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4846	48.46%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6084	60.84%
skin sensitisation	+	0.5630	56.30%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7740	77.40%
Acute Oral Toxicity (c)	III	0.8316	83.16%
Estrogen receptor binding	+	0.8449	84.49%
Androgen receptor binding	+	0.7008	70.08%
Thyroid receptor binding	+	0.6603	66.03%
Glucocorticoid receptor binding	+	0.8573	85.73%
Aromatase binding	+	0.7415	74.15%
PPAR gamma	+	0.6487	64.87%
Honey bee toxicity	-	0.8388	83.88%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9956	99.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.13%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.08%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	87.56%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.61%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.45%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.40%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	84.22%	91.19%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.76%	96.77%
CHEMBL2581	P07339	Cathepsin D	80.98%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.56%	93.00%
CHEMBL5028	O14672	ADAM10	80.52%	97.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.22%	93.03%

Plants that contains it

• Guaiacum officinale

Cross-Links

• PubChem: 14888784
• LOTUS: LTS0110378
• wikiData: Q105351503