3b,4-dihydroxy-1,6,6,9a-tetramethyl-3a,4,5,5a,7,8,9,9b,10,11a-decahydro-1H-naphtho[1,2-g][1]benzofuran-2,11-dione

Details

• Internal ID: 608f2200-5fdc-437a-aeab-110043b8e610
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
• IUPAC Name: 3b,4-dihydroxy-1,6,6,9a-tetramethyl-3a,4,5,5a,7,8,9,9b,10,11a-decahydro-1H-naphtho[1,2-g][1]benzofuran-2,11-dione
• SMILES (Canonical): CC1C2C(C3(C(CC4C(CCCC4(C3CC2=O)C)(C)C)O)O)OC1=O
• SMILES (Isomeric): CC1C2C(C3(C(CC4C(CCCC4(C3CC2=O)C)(C)C)O)O)OC1=O
• InChI: InChI=1S/C20H30O5/c1-10-15-11(21)8-13-19(4)7-5-6-18(2,3)12(19)9-14(22)20(13,24)16(15)25-17(10)23/h10,12-16,22,24H,5-9H2,1-4H3
• InChI Key: ZVUXDKNPHFTWRA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₅
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.20932405 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 5
• 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	+	0.9521	95.21%
Caco-2	+	0.5216	52.16%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7830	78.30%
OATP2B1 inhibitior	-	0.8629	86.29%
OATP1B1 inhibitior	+	0.8923	89.23%
OATP1B3 inhibitior	+	0.8655	86.55%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7321	73.21%
BSEP inhibitior	-	0.8454	84.54%
P-glycoprotein inhibitior	-	0.6636	66.36%
P-glycoprotein substrate	-	0.7827	78.27%
CYP3A4 substrate	+	0.6229	62.29%
CYP2C9 substrate	-	0.8185	81.85%
CYP2D6 substrate	-	0.8500	85.00%
CYP3A4 inhibition	-	0.6841	68.41%
CYP2C9 inhibition	-	0.8811	88.11%
CYP2C19 inhibition	-	0.8165	81.65%
CYP2D6 inhibition	-	0.9709	97.09%
CYP1A2 inhibition	-	0.7909	79.09%
CYP2C8 inhibition	-	0.8835	88.35%
CYP inhibitory promiscuity	-	0.9881	98.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6034	60.34%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9001	90.01%
Skin irritation	+	0.5495	54.95%
Skin corrosion	-	0.8497	84.97%
Ames mutagenesis	-	0.6937	69.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7362	73.62%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8565	85.65%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.6881	68.81%
Acute Oral Toxicity (c)	I	0.4220	42.20%
Estrogen receptor binding	+	0.8524	85.24%
Androgen receptor binding	+	0.6041	60.41%
Thyroid receptor binding	+	0.6006	60.06%
Glucocorticoid receptor binding	+	0.7567	75.67%
Aromatase binding	+	0.5334	53.34%
PPAR gamma	+	0.5916	59.16%
Honey bee toxicity	-	0.8355	83.55%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9808	98.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.23%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.81%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.71%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.65%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.64%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.83%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.60%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.88%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.91%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.08%	86.33%

Plants that contains it

• Suregada glomerulata

Cross-Links

• PubChem: 74318533
• LOTUS: LTS0170583
• wikiData: Q105384675