(3R,4aS,6aS,8R,10aR,10bR)-3,4a,7,7,10a-pentamethyl-3-[(2R)-oxiran-2-yl]-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-8-ol

Details

• Internal ID: 4ab6050e-3ec8-48b5-8e01-cadd240ce160
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (3R,4aS,6aS,8R,10aR,10bR)-3,4a,7,7,10a-pentamethyl-3-[(2R)-oxiran-2-yl]-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-8-ol
• InChI: InChI=1S/C20H34O3/c1-17(2)13-6-10-19(4)14(18(13,3)9-8-15(17)21)7-11-20(5,23-19)16-12-22-16/h13-16,21H,6-12H2,1-5H3/t13-,14-,15-,16-,18-,19+,20-/m1/s1
• InChI Key: PTHZRTUJGFIYPR-SOKRPGPDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₃
• Molecular Weight: 322.50 g/mol
• Exact Mass: 322.25079494 g/mol
• Topological Polar Surface Area (TPSA): 42.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.93
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9820	98.20%
Caco-2	+	0.7179	71.79%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7457	74.57%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9494	94.94%
OATP1B3 inhibitior	+	0.8672	86.72%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.5733	57.33%
P-glycoprotein inhibitior	-	0.7614	76.14%
P-glycoprotein substrate	-	0.9106	91.06%
CYP3A4 substrate	+	0.6124	61.24%
CYP2C9 substrate	-	0.6107	61.07%
CYP2D6 substrate	-	0.6896	68.96%
CYP3A4 inhibition	-	0.8634	86.34%
CYP2C9 inhibition	-	0.7299	72.99%
CYP2C19 inhibition	-	0.7648	76.48%
CYP2D6 inhibition	-	0.9504	95.04%
CYP1A2 inhibition	-	0.7907	79.07%
CYP2C8 inhibition	-	0.8822	88.22%
CYP inhibitory promiscuity	-	0.9718	97.18%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6461	64.61%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.7645	76.45%
Skin irritation	-	0.7404	74.04%
Skin corrosion	-	0.9420	94.20%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6193	61.93%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7334	73.34%
skin sensitisation	-	0.8153	81.53%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8100	81.00%
Acute Oral Toxicity (c)	III	0.5330	53.30%
Estrogen receptor binding	+	0.8158	81.58%
Androgen receptor binding	-	0.4914	49.14%
Thyroid receptor binding	+	0.7491	74.91%
Glucocorticoid receptor binding	+	0.8112	81.12%
Aromatase binding	+	0.6626	66.26%
PPAR gamma	-	0.4922	49.22%
Honey bee toxicity	-	0.8369	83.69%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.7841	78.41%

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	89.53%	95.58%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.68%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.08%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	87.23%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.02%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.90%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.62%	91.11%
CHEMBL204	P00734	Thrombin	85.21%	96.01%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.39%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.04%	82.69%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.62%	89.05%
CHEMBL237	P41145	Kappa opioid receptor	82.74%	98.10%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.60%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.37%	92.94%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.10%	90.24%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 102532602
• LOTUS: LTS0253706
• wikiData: Q105214652