(3R)-2,2-dimethyl-3,4-dihydrobenzo[h]chromen-3-ol

Details

• Internal ID: 6bd8378a-d1a1-4802-9deb-531e97ce5976
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (3R)-2,2-dimethyl-3,4-dihydrobenzo[h]chromen-3-ol
• SMILES (Canonical): CC1(C(CC2=C(O1)C3=CC=CC=C3C=C2)O)C
• SMILES (Isomeric): CC1([C@@H](CC2=C(O1)C3=CC=CC=C3C=C2)O)C
• InChI: InChI=1S/C15H16O2/c1-15(2)13(16)9-11-8-7-10-5-3-4-6-12(10)14(11)17-15/h3-8,13,16H,9H2,1-2H3/t13-/m1/s1
• InChI Key: JLCZJLBZDVFHJM-CYBMUJFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₂
• Molecular Weight: 228.29 g/mol
• Exact Mass: 228.115029749 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.7163	71.63%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5840	58.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9211	92.11%
OATP1B3 inhibitior	+	0.9786	97.86%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7960	79.60%
P-glycoprotein inhibitior	-	0.9671	96.71%
P-glycoprotein substrate	-	0.8658	86.58%
CYP3A4 substrate	+	0.5631	56.31%
CYP2C9 substrate	-	0.7786	77.86%
CYP2D6 substrate	+	0.5283	52.83%
CYP3A4 inhibition	-	0.8936	89.36%
CYP2C9 inhibition	-	0.8512	85.12%
CYP2C19 inhibition	-	0.6974	69.74%
CYP2D6 inhibition	-	0.8323	83.23%
CYP1A2 inhibition	+	0.6236	62.36%
CYP2C8 inhibition	-	0.6839	68.39%
CYP inhibitory promiscuity	-	0.8483	84.83%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6165	61.65%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.7226	72.26%
Skin irritation	-	0.5949	59.49%
Skin corrosion	-	0.9059	90.59%
Ames mutagenesis	+	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4556	45.56%
Micronuclear	-	0.6541	65.41%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	+	0.4883	48.83%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6900	69.00%
Acute Oral Toxicity (c)	III	0.7560	75.60%
Estrogen receptor binding	+	0.7983	79.83%
Androgen receptor binding	+	0.6543	65.43%
Thyroid receptor binding	-	0.5927	59.27%
Glucocorticoid receptor binding	-	0.6910	69.10%
Aromatase binding	-	0.6141	61.41%
PPAR gamma	+	0.6589	65.89%
Honey bee toxicity	-	0.9243	92.43%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.8008	80.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.82%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.51%	96.09%
CHEMBL240	Q12809	HERG	91.16%	89.76%
CHEMBL221	P23219	Cyclooxygenase-1	89.54%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.06%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.82%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.66%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.57%	86.33%
CHEMBL2581	P07339	Cathepsin D	82.29%	98.95%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	82.07%	96.39%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.47%	94.00%

Plants that contains it

• Faramea occidentalis

Cross-Links

• PubChem: 163041419
• LOTUS: LTS0093600
• wikiData: Q105130642