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

Details

• Internal ID: f785ec01-89da-4b61-963d-13159490d02f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 8a,11-dihydroxy-4,4a,6a,6b,11,14a-hexamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1H-picen-3-one
• SMILES (Canonical): CC1C(=O)CCC2C1(CCC3C2(CCC4(C3(CCC5(C4CC(CC5)(C)O)O)C)C)C)C
• SMILES (Isomeric): CC1C(=O)CCC2C1(CCC3C2(CCC4(C3(CCC5(C4CC(CC5)(C)O)O)C)C)C)C
• InChI: InChI=1S/C28H46O3/c1-18-19(29)7-8-20-24(18,3)10-9-21-25(20,4)12-13-27(6)22-17-23(2,30)11-15-28(22,31)16-14-26(21,27)5/h18,20-22,30-31H,7-17H2,1-6H3
• InChI Key: DPKBLLFCUGWECD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₆O₃
• Molecular Weight: 430.70 g/mol
• Exact Mass: 430.34469533 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.91
• 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	+	0.9964	99.64%
Caco-2	+	0.4902	49.02%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7931	79.31%
OATP2B1 inhibitior	-	0.7190	71.90%
OATP1B1 inhibitior	+	0.9458	94.58%
OATP1B3 inhibitior	+	0.9819	98.19%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.8327	83.27%
P-glycoprotein inhibitior	-	0.7865	78.65%
P-glycoprotein substrate	-	0.8089	80.89%
CYP3A4 substrate	+	0.6770	67.70%
CYP2C9 substrate	-	0.8272	82.72%
CYP2D6 substrate	-	0.8035	80.35%
CYP3A4 inhibition	-	0.7620	76.20%
CYP2C9 inhibition	-	0.8207	82.07%
CYP2C19 inhibition	-	0.9510	95.10%
CYP2D6 inhibition	-	0.9710	97.10%
CYP1A2 inhibition	-	0.7150	71.50%
CYP2C8 inhibition	-	0.8730	87.30%
CYP inhibitory promiscuity	-	0.9655	96.55%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6289	62.89%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9330	93.30%
Skin irritation	+	0.6650	66.50%
Skin corrosion	-	0.9302	93.02%
Ames mutagenesis	-	0.7740	77.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.4162	41.62%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	-	0.6624	66.24%
skin sensitisation	-	0.6366	63.66%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.5824	58.24%
Acute Oral Toxicity (c)	III	0.7093	70.93%
Estrogen receptor binding	+	0.7617	76.17%
Androgen receptor binding	+	0.6206	62.06%
Thyroid receptor binding	+	0.6208	62.08%
Glucocorticoid receptor binding	+	0.7545	75.45%
Aromatase binding	+	0.7377	73.77%
PPAR gamma	+	0.5374	53.74%
Honey bee toxicity	-	0.8094	80.94%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9613	96.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.90%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.27%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.92%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.42%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.77%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.62%	97.09%
CHEMBL1871	P10275	Androgen Receptor	86.58%	96.43%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.24%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.95%	96.09%
CHEMBL2581	P07339	Cathepsin D	83.06%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.02%	92.94%

Plants that contains it

• Euonymus laxiflorus

Cross-Links

• PubChem: 75072167
• LOTUS: LTS0147337
• wikiData: Q104986545