(3S,4aR,6aR,6aR,6bR,8aR,9S,12R,12aS,14aR,14bR)-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,6a,7,8,9,12,12a,13,14,14a-tetradecahydro-1H-picene-3,9-diol

Details

• Internal ID: a908bdca-66ba-4a9d-bcaf-a19a83fc04e3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3S,4aR,6aR,6aR,6bR,8aR,9S,12R,12aS,14aR,14bR)-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,6a,7,8,9,12,12a,13,14,14a-tetradecahydro-1H-picene-3,9-diol
• SMILES (Canonical): CC1C2C3CCC4C5(CCC(C(C5CCC4(C3(CCC2(C(C=C1C)O)C)C)C)(C)C)O)C
• SMILES (Isomeric): C[C@@H]1[C@H]2[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC[C@]2([C@H](C=C1C)O)C)C)C)(C)C)O)C
• InChI: InChI=1S/C30H50O2/c1-18-17-24(32)28(6)15-16-29(7)20(25(28)19(18)2)9-10-22-27(5)13-12-23(31)26(3,4)21(27)11-14-30(22,29)8/h17,19-25,31-32H,9-16H2,1-8H3/t19-,20+,21-,22+,23-,24-,25-,27-,28-,29+,30+/m0/s1
• InChI Key: NXPZMHDVGSXPBE-FNOWWXSHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₂
• Molecular Weight: 442.70 g/mol
• Exact Mass: 442.381080833 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 7.60
• Atomic LogP (AlogP): 7.00
• H-Bond Acceptor: 2
• 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	+	1.0000	100.00%
Caco-2	-	0.5551	55.51%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5984	59.84%
OATP2B1 inhibitior	-	0.8638	86.38%
OATP1B1 inhibitior	+	0.8873	88.73%
OATP1B3 inhibitior	+	0.9621	96.21%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7792	77.92%
P-glycoprotein inhibitior	-	0.7515	75.15%
P-glycoprotein substrate	-	0.8086	80.86%
CYP3A4 substrate	+	0.6894	68.94%
CYP2C9 substrate	-	0.6165	61.65%
CYP2D6 substrate	-	0.7040	70.40%
CYP3A4 inhibition	-	0.7686	76.86%
CYP2C9 inhibition	-	0.9021	90.21%
CYP2C19 inhibition	-	0.7539	75.39%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	-	0.8090	80.90%
CYP2C8 inhibition	-	0.6598	65.98%
CYP inhibitory promiscuity	-	0.7373	73.73%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5829	58.29%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9398	93.98%
Skin irritation	+	0.5432	54.32%
Skin corrosion	-	0.9670	96.70%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3593	35.93%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	+	0.6694	66.94%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.9082	90.82%
Acute Oral Toxicity (c)	III	0.8378	83.78%
Estrogen receptor binding	+	0.8616	86.16%
Androgen receptor binding	+	0.7536	75.36%
Thyroid receptor binding	+	0.6813	68.13%
Glucocorticoid receptor binding	+	0.7388	73.88%
Aromatase binding	+	0.7411	74.11%
PPAR gamma	+	0.5595	55.95%
Honey bee toxicity	-	0.7935	79.35%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9832	98.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.02%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.39%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.33%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.26%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.97%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.72%	97.09%
CHEMBL2581	P07339	Cathepsin D	85.70%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	85.62%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.40%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	81.04%	94.75%

Plants that contains it

• Lactuca tatarica

Cross-Links

• PubChem: 162901575
• LOTUS: LTS0111033
• wikiData: Q105187285