5,10-Dihydroxy-6a,6b,9,9,12a-pentamethyl-2-methylidene-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

Details

• Internal ID: 2511ae93-ca16-44dc-b169-67ba0b5f881c
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
• IUPAC Name: 5,10-dihydroxy-6a,6b,9,9,12a-pentamethyl-2-methylidene-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1O)C)CC=C4C3(CC(C5(C4CC(=C)CC5)C(=O)O)O)C)C)C
• SMILES (Isomeric): CC1(C2CCC3(C(C2(CCC1O)C)CC=C4C3(CC(C5(C4CC(=C)CC5)C(=O)O)O)C)C)C
• InChI: InChI=1S/C29H44O4/c1-17-9-14-29(24(32)33)19(15-17)18-7-8-21-26(4)12-11-22(30)25(2,3)20(26)10-13-27(21,5)28(18,6)16-23(29)31/h7,19-23,30-31H,1,8-16H2,2-6H3,(H,32,33)
• InChI Key: ZACYARXXVLYUTK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₄O₄
• Molecular Weight: 456.70 g/mol
• Exact Mass: 456.32395988 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.73
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9882	98.82%
Caco-2	+	0.5609	56.09%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7748	77.48%
OATP2B1 inhibitior	-	0.5765	57.65%
OATP1B1 inhibitior	+	0.9077	90.77%
OATP1B3 inhibitior	-	0.6998	69.98%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6071	60.71%
BSEP inhibitior	+	0.8599	85.99%
P-glycoprotein inhibitior	-	0.8100	81.00%
P-glycoprotein substrate	-	0.7747	77.47%
CYP3A4 substrate	+	0.6639	66.39%
CYP2C9 substrate	-	0.8404	84.04%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.7909	79.09%
CYP2C9 inhibition	-	0.8238	82.38%
CYP2C19 inhibition	-	0.8774	87.74%
CYP2D6 inhibition	-	0.9519	95.19%
CYP1A2 inhibition	-	0.8586	85.86%
CYP2C8 inhibition	-	0.6124	61.24%
CYP inhibitory promiscuity	-	0.9319	93.19%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6630	66.30%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9014	90.14%
Skin irritation	+	0.6017	60.17%
Skin corrosion	-	0.9420	94.20%
Ames mutagenesis	-	0.9054	90.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7284	72.84%
skin sensitisation	-	0.6160	61.60%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6686	66.86%
Acute Oral Toxicity (c)	I	0.7781	77.81%
Estrogen receptor binding	+	0.7821	78.21%
Androgen receptor binding	+	0.7013	70.13%
Thyroid receptor binding	+	0.6676	66.76%
Glucocorticoid receptor binding	+	0.8104	81.04%
Aromatase binding	+	0.7289	72.89%
PPAR gamma	+	0.6720	67.20%
Honey bee toxicity	-	0.8653	86.53%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9974	99.74%

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	94.69%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.90%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.12%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.32%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.58%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.71%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.61%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	83.63%	91.19%
CHEMBL5028	O14672	ADAM10	82.94%	97.50%
CHEMBL2581	P07339	Cathepsin D	80.98%	98.95%

Plants that contains it

• Hebanthe eriantha

Cross-Links

• PubChem: 75149848
• LOTUS: LTS0056801
• wikiData: Q105369774