(1S,4R,4aS,6aS,6aR,6bR,8aS,10S,12aR,14bS)-10-hydroxy-1,6a,6b,9,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,7,8,8a,10,11,12,13,14b-hexadecahydropicene-4-carboxylic acid

Details

• Internal ID: 9f97536f-7d72-4feb-83dc-b2c1bfafedb0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (1S,4R,4aS,6aS,6aR,6bR,8aS,10S,12aR,14bS)-10-hydroxy-1,6a,6b,9,9,12a-hexamethyl-1,2,3,4,4a,5,6,6a,7,8,8a,10,11,12,13,14b-hexadecahydropicene-4-carboxylic acid
• InChI: InChI=1S/C29H46O3/c1-17-7-8-19(25(31)32)18-11-15-28(5)20(24(17)18)9-10-22-27(4)14-13-23(30)26(2,3)21(27)12-16-29(22,28)6/h9,17-19,21-24,30H,7-8,10-16H2,1-6H3,(H,31,32)/t17-,18+,19+,21+,22-,23-,24-,27-,28-,29+/m0/s1
• InChI Key: WNSFSDRSFORRFL-CIRZUICPSA-N
• Popularity: 2 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: 7.20
• Atomic LogP (AlogP): 6.70
• 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	-	0.5215	52.15%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8699	86.99%
OATP2B1 inhibitior	-	0.7123	71.23%
OATP1B1 inhibitior	+	0.9091	90.91%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.7959	79.59%
P-glycoprotein inhibitior	-	0.7699	76.99%
P-glycoprotein substrate	-	0.7658	76.58%
CYP3A4 substrate	+	0.6799	67.99%
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	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9046	90.46%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5962	59.62%
Eye corrosion	-	0.9948	99.48%
Eye irritation	-	0.9574	95.74%
Skin irritation	+	0.6328	63.28%
Skin corrosion	-	0.9644	96.44%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4320	43.20%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	+	0.5630	56.30%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8057	80.57%
Acute Oral Toxicity (c)	III	0.8316	83.16%
Estrogen receptor binding	+	0.6796	67.96%
Androgen receptor binding	+	0.7703	77.03%
Thyroid receptor binding	+	0.6718	67.18%
Glucocorticoid receptor binding	+	0.8323	83.23%
Aromatase binding	+	0.6758	67.58%
PPAR gamma	+	0.5463	54.63%
Honey bee toxicity	-	0.8267	82.67%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.09%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.84%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.67%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	88.37%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.73%	97.09%
CHEMBL5028	O14672	ADAM10	83.46%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.30%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.28%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.36%	100.00%

Plants that contains it

• Rubus fruticosus

Cross-Links

• PubChem: 162937798
• LOTUS: LTS0134180
• wikiData: Q105309268