(3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-3-yl)methanol

Details

• Internal ID: eb19535b-1b0a-4014-97fd-f59ceb39b795
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (3,4a,7,7,10a-pentamethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-3-yl)methanol
• SMILES (Canonical): CC1(CCCC2(C1CCC3(C2CCC(O3)(C)CO)C)C)C
• SMILES (Isomeric): CC1(CCCC2(C1CCC3(C2CCC(O3)(C)CO)C)C)C
• InChI: InChI=1S/C19H34O2/c1-16(2)9-6-10-18(4)14(16)8-12-19(5)15(18)7-11-17(3,13-20)21-19/h14-15,20H,6-13H2,1-5H3
• InChI Key: NBHRPFKOSJVSLD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₄O₂
• Molecular Weight: 294.50 g/mol
• Exact Mass: 294.255880323 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.55
• H-Bond Acceptor: 2
• 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	+	0.9800	98.00%
Caco-2	+	0.8028	80.28%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5297	52.97%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.9138	91.38%
OATP1B3 inhibitior	+	0.8811	88.11%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6983	69.83%
P-glycoprotein inhibitior	-	0.8537	85.37%
P-glycoprotein substrate	-	0.9579	95.79%
CYP3A4 substrate	+	0.5487	54.87%
CYP2C9 substrate	-	0.7979	79.79%
CYP2D6 substrate	-	0.7142	71.42%
CYP3A4 inhibition	-	0.8534	85.34%
CYP2C9 inhibition	-	0.5650	56.50%
CYP2C19 inhibition	-	0.6478	64.78%
CYP2D6 inhibition	-	0.9245	92.45%
CYP1A2 inhibition	-	0.7456	74.56%
CYP2C8 inhibition	-	0.7424	74.24%
CYP inhibitory promiscuity	-	0.8886	88.86%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.7181	71.81%
Eye corrosion	-	0.9527	95.27%
Eye irritation	-	0.6934	69.34%
Skin irritation	-	0.8442	84.42%
Skin corrosion	-	0.9664	96.64%
Ames mutagenesis	-	0.7524	75.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.5983	59.83%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6327	63.27%
skin sensitisation	-	0.5886	58.86%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.5962	59.62%
Acute Oral Toxicity (c)	III	0.7180	71.80%
Estrogen receptor binding	+	0.6302	63.02%
Androgen receptor binding	-	0.5739	57.39%
Thyroid receptor binding	+	0.6144	61.44%
Glucocorticoid receptor binding	+	0.6690	66.90%
Aromatase binding	+	0.6253	62.53%
PPAR gamma	-	0.6156	61.56%
Honey bee toxicity	-	0.9434	94.34%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.4373	43.73%

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	96.33%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.52%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.59%	91.11%
CHEMBL237	P41145	Kappa opioid receptor	87.23%	98.10%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.64%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.53%	96.09%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	84.22%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.03%	100.00%
CHEMBL233	P35372	Mu opioid receptor	83.03%	97.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.89%	96.61%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.99%	95.58%

Plants that contains it

• Sideritis nutans

Cross-Links

• PubChem: 73153570
• LOTUS: LTS0271319
• wikiData: Q105176788