(3R,4aS,6aS,8S,10aR,10bS)-3-ethenyl-4a,7,7,10a-tetramethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromene-3,8-diol

Details

• Internal ID: 44677392-25e1-4930-9c47-16d4d6867f20
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (3R,4aS,6aS,8S,10aR,10bS)-3-ethenyl-4a,7,7,10a-tetramethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromene-3,8-diol
• InChI: InChI=1S/C19H32O3/c1-6-19(21)12-8-14-17(4)10-9-15(20)16(2,3)13(17)7-11-18(14,5)22-19/h6,13-15,20-21H,1,7-12H2,2-5H3/t13-,14+,15+,17-,18+,19+/m1/s1
• InChI Key: CASWNCFGZVJBIE-VHBIRMJSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₂O₃
• Molecular Weight: 308.50 g/mol
• Exact Mass: 308.23514488 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 3
• 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	+	0.9791	97.91%
Caco-2	+	0.7229	72.29%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6327	63.27%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.9478	94.78%
OATP1B3 inhibitior	+	0.9050	90.50%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5908	59.08%
P-glycoprotein inhibitior	-	0.8874	88.74%
P-glycoprotein substrate	-	0.9395	93.95%
CYP3A4 substrate	+	0.6225	62.25%
CYP2C9 substrate	-	0.6145	61.45%
CYP2D6 substrate	-	0.7745	77.45%
CYP3A4 inhibition	-	0.7260	72.60%
CYP2C9 inhibition	-	0.9165	91.65%
CYP2C19 inhibition	-	0.7888	78.88%
CYP2D6 inhibition	-	0.9586	95.86%
CYP1A2 inhibition	-	0.8250	82.50%
CYP2C8 inhibition	-	0.8353	83.53%
CYP inhibitory promiscuity	-	0.9563	95.63%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7063	70.63%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9061	90.61%
Skin irritation	-	0.5502	55.02%
Skin corrosion	-	0.9189	91.89%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3738	37.38%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6260	62.60%
skin sensitisation	-	0.6330	63.30%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6417	64.17%
Acute Oral Toxicity (c)	III	0.7287	72.87%
Estrogen receptor binding	+	0.7045	70.45%
Androgen receptor binding	-	0.5380	53.80%
Thyroid receptor binding	+	0.6930	69.30%
Glucocorticoid receptor binding	+	0.8320	83.20%
Aromatase binding	+	0.6401	64.01%
PPAR gamma	+	0.5278	52.78%
Honey bee toxicity	-	0.7936	79.36%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9821	98.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	91.44%	95.58%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.25%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.70%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.49%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	83.86%	90.17%
CHEMBL1977	P11473	Vitamin D receptor	83.74%	99.43%
CHEMBL237	P41145	Kappa opioid receptor	83.55%	98.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.64%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.15%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.39%	95.50%

Plants that contains it

• Xenophyllum ciliolatum

Cross-Links

• PubChem: 163185142
• LOTUS: LTS0247706
• wikiData: Q104951886